Rotundine - ≥98% , CAS No.483-14-7

CAS: 483-14-7 Cat. No.: R136626 Peso molecular: 355.43 Número EC: 811-160-3 PubChem CID: 72301
Disponible para pedir
GRADE & PURITY ≥98%
Synonyms
(-)-2,3,9,10-Tetramethoxyberbine | 13a-alpha-Berbine, 2,3,9,10-tetramethoxy- | 6H-Dibenzo(a,g)quinolizine, 5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-, (S)- | Gindarine | tetrahydropalmatine | SW219613-1 | (-)-rotundine | Tetrahydropalmatine, dl- | (S)-(
Storage
Room temperature
Shipped In
Normal
 ·  off list, applied to all prices below.
Size
Estado
Price
Qty
100mg
R136626-100mg
4
61,90US$
250mg
R136626-250mg
7
96,90US$
500mg
R136626-500mg
3
155,90US$
1g
R136626-1g
4
216,90US$
5g
R136626-5g
3
451,90US$
25g
R136626-25g
1
987,90US$
Enter a quantity for the sizes you want to add.
🧪

Why this grade

≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Room temperature Ships Normal Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 5 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Sinónimos
(-)-2, 3, 9, 10-Tetramethoxyberbine | 13a-alpha-Berbine, 2, 3, 9, 10-tetramethoxy- | 6H-Dibenzo(a, g)quinolizine, 5, 8, 13, 13a-tetrahydro-2, 3, 9, 10-tetramethoxy-, (S)- | Gindarine | tetrahydropalmatine | SW219613-1 | (-)-rotundine | Tetrahydropalmatine, dl- | (S)-(
Especificaciones y pureza
≥98%
Mecanismos bioquímicos y fisiológicos
Potent, selective dopamine D 1 receptor antagonist (K i = 124 nM). Lower affinity for D 2 and D 3 receptors. Potent 5-HT 1A receptor antagonist (K i = 340 nM). Adrenergic, anti-arrhythmic, antihypertensive and antipsychotic agent. Active in vivo and in vi
Condiciones de almacenamiento de almacenamiento
Room temperature
Enviado en
Normal
Nota
Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Pureza
≥98%
Nombres e identificadores
Pubchem Sid488184687
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488184687
Sonrisas canónicasCOC1=C(C2=C(CC3C4=CC(=C(C=C4CCN3C2)OC)OC)C=C1)OC
IUPAC Name(13aS)-2,3,9,10-tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline
InChIKeyAEQDJSLRWYMAQI-KRWDZBQOSA-N
INCHI1S/C21H25NO4/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4/h5-6,10-11,17H,7-9,12H2,1-4H3/t17-/m0/s1
Isómeros SMILES COC1=C(C2=C(C[C@H]3C4=CC(=C(C=C4CCN3C2)OC)OC)C=C1)OC
PubChem CID 72301
Peso molecular 355.43

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassAlkaloids and derivatives
ClaseProtoberberine alkaloids and derivatives
SubclassNot available
Intermediate Tree Nodes Not available
Direct ParentProtoberberine alkaloids and derivatives
Alternative Parents Tetrahydroisoquinolines  Anisoles  Aralkylamines  Alkyl aryl ethers  Trialkylamines  Azacyclic compounds  Organopnictogen compounds  Hydrocarbon derivatives  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Protoberberine skeleton - Tetrahydroprotoberberine skeleton - Tetrahydroisoquinoline - Anisole - Alkyl aryl ether - Aralkylamine - Benzenoid - Tertiary amine - Tertiary aliphatic amine - Ether - Azacycle - Organoheterocyclic compound - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Hydrocarbon derivative - Amine - Organic oxygen compound - Aromatic heteropolycyclic compound
DescripciónThis compound belongs to the class of organic compounds known as protoberberine alkaloids and derivatives. These are alkaloids with a structure based on a protoberberine moiety, which consists of a 5,6-dihydrodibenzene moiety fused to a quinolizinium and forming 5,6-Dihydrodibenzo(a,g)quinolizinium skeleton.
External Descriptors Isoquinoline alkaloids
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (humanos)
F3 Tclin Tissue factor (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ESR1 Tclin Estrogen receptor alpha (17718 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DRD2 Tclin Dopamine D2 receptor (23596 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DRD1 Tclin Dopamine D1 receptor (9720 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DRD4 Tchem Dopamine D4 receptor (7907 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HTR2A Tclin Serotonin 2a (5-HT2a) receptor (14758 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADRA1A Tclin Alpha-1a adrenergic receptor (8359 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DRD3 Tclin Dopamine D3 receptor (14368 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DRD5 Tchem Dopamine D5 receptor (1597 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Objetivos asociados (no humanos)
pol Human immunodeficiency virus type 1 reverse transcriptase (18245 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Coagulation factor III (5 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

8 results found

Lot NumberCertificate TypeFechaArticulo
F2220023Certificate of AnalysisApr 02, 2026 R136626
D1926053Certificate of AnalysisFeb 03, 2023 R136626
J2218771Certificate of AnalysisJul 21, 2022 R136626
J2218837Certificate of AnalysisJul 21, 2022 R136626
J2218851Certificate of AnalysisJul 21, 2022 R136626
J2218867Certificate of AnalysisJul 21, 2022 R136626
J2218868Certificate of AnalysisJul 21, 2022 R136626
J2218869Certificate of AnalysisJul 21, 2022 R136626
Propiedades químicas y físicas
Rotación específica [α]-283° (C=1,EtOH)
Punto de fusión (°C)142 °C
Peso molecular355.400 g/mol
XLogP33.200
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Exact Mass355.178 Da
Monoisotopic Mass355.178 Da
Topological Polar Surface Area40.200 Ų
Heavy Atom Count26
Formal Charge0
Complexity475.000
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Preguntas frecuentes y artículos
Citations of This Product
Referencias
1. Jiawen Ai, Weize Zhao, Quan Yu, Xiang Qian, Jianhua Zhou, Xinming Huo, Fei Tang.  (2023)  SR-Unet: A Super-Resolution Algorithm for Ion Trap Mass Spectrometers Based on the Deep Neural Network.  ANALYTICAL CHEMISTRY,      [PMID:37963290] [10.1021/acs.analchem.3c04172]
2. Yingchun Chen, Cui Li, Yaodong Yi, Weijuan Du, Huidi Jiang, Su Zeng, Hui Zhou.  (2020)  Organic Cation Transporter 1 and 3 Contribute to the High Accumulation of Dehydrocorydaline in the Heart.  DRUG METABOLISM AND DISPOSITION,  48  (10): (1074-1083).  [PMID:32723846] [10.1124/dmd.120.000025]
3. Liping Li, Yayun Weng, Wei Wang, Mengru Bai, Hongmei Lei, Hui Zhou, Huidi Jiang.  (2017)  Multiple organic cation transporters contribute to the renal transport of sulpiride.  BIOPHARMACEUTICS & DRUG DISPOSITION,  38  (9): (526-534).  [PMID:28926871] [10.1002/bdd.2104]
4. Hai-Xia GE, Jian ZHANG, Kun QIAN, Bo-Yang YU, Xiao-Ping CHEN.  (2016)  Diversity synthesis of tetrahydroprotoberberines glycosides by combined chemical and microbial catalysis.  Chinese Journal of Natural Medicines,      [PMID:28236408] [10.1016/S1875-5364(16)30093-0]
5. Xu Zhu, Shufang Wu, Chunlan Li, Maotian Xu, Baoxian Ye.  (2023)  Electrochemical Detection of Levo-Tetrahydropalmatine Based on DNA Modified Electrode.  International Journal of Electrochemical Science,      [PMID:] [10.1016/S1452-3981(23)08118-X]
Calculadoras de soluciones
Reseñas

Reseñas de cliente

Shall we send you a message when we have discounts available?

Remind me later

Thank you! Please check your email inbox to confirm.

Oops! Notifications are disabled.