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Prova documentale

Citato in 16 pubblicazioni peer-reviewed su cromatografia, sintesi organica e reazioni di accoppiamento incrociato.

Panoramica

Asiatic acid is a pentacyclic triterpene that is known to have anti-inflammatory properties. It stimulates wound healing by increasing collagen production.

Starting material for asiatic acid derivative synthesis for use as:

· Anticancer agents

· Glycogen phosphorylase inhibitors

· Hepatoprotectants

Specifiche

Sinonimi

Specifiche e purezza

Moligand™,≥98%

Meccanismi biochimici e fisiologici

Asiatic acid is commonly used in wound healing. Asiatic acid has antioxidant, anti-inflammatory and neuroprotective properties.p38 MAPK activator. Apoptotic agent. Induces cell cycle arrest in S-G2/M phase. Upregulates eNOS expression. Inhibts TGF-beta/Sm

Condizioni di conservazione di stoccaggio

Store at 2-8°C,Protected from light

Spedito in

Wet ice

Questo prodotto richiede spedizione a catena fredda. I servizi di terra e altri servizi economici non sono disponibili.

Grado

Moligand™

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.

Purezza

≥98%

Nomi e identificatori

Pubchem Sid

488187603

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/488187603

Sorrisi canonici

CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)C2C1C)C)C(=O)O

IUPAC Name

(1S,2R,4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

InChIKey

JXSVIVRDWWRQRT-UYDOISQJSA-N

INCHI

1S/C30H48O5/c1-17-9-12-30(25(34)35)14-13-28(5)19(23(30)18(17)2)7-8-22-26(3)15-20(32)24(33)27(4,16-31)21(26)10-11-29(22,28)6/h7,17-18,20-24,31-33H,8-16H2,1-6H3,(H,34,35)/t17-,18+,20-,21-,22-,23+,24+,26+,27+,28-,29-,30+/m1/s1

Isomeri SMILES

C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@H]([C@@H]([C@@]5(C)CO)O)O)C)C)[C@@H]2[C@H]1C)C)C(=O)O

WGK Germania

Peso molecolare

488.7

Reaxy-Rn

3505994

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3505994&ln=

Documentazione

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Dati avanzati

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Lipids and lipid-like molecules
  - Classe Prenol lipids
    - Subclass Triterpenoids

Kingdom	Organic compounds
Superclass	Lipids and lipid-like molecules
Classe	Prenol lipids
Subclass	Triterpenoids
Intermediate Tree Nodes	Not available
Direct Parent	Triterpenoids
Alternative Parents	12-beta-hydroxysteroids Secondary alcohols Cyclic alcohols and derivatives Monocarboxylic acids and derivatives Carboxylic acids Primary alcohols Organic oxides Hydrocarbon derivatives Carbonyl compounds
Molecular Framework	Aliphatic homopolycyclic compounds
Substituents	Triterpenoid - 12-hydroxysteroid - Hydroxysteroid - 12-beta-hydroxysteroid - Steroid - Cyclic alcohol - Secondary alcohol - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Alcohol - Carbonyl group - Organooxygen compound - Primary alcohol - Aliphatic homopolycyclic compound
Descrizione	This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
External Descriptors	Ursanes
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

Struttura 3D

Obiettivi associati (umani)

ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)

Discover Target: ALOX5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ACHE Tclin Acetylcholinesterase (18204 Activities)

Discover Target: ACHE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

Discover Target: PTGS1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

Discover Target: PTGS2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

AKR1B1 Tclin Aldose reductase (1404 Activities)

Discover Target: AKR1B1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTPN2 Tchem T-cell protein-tyrosine phosphatase (1317 Activities)

Discover Target: PTPN2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

AMY2A Tclin Pancreatic alpha-amylase (74 Activities)

Discover Target: AMY2A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALOX15B Tchem Arachidonate 15-lipoxygenase, type II (7244 Activities)

Discover Target: ALOX15B

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NR1H4 Tclin Bile acid receptor FXR (6228 Activities)

Discover Target: NR1H4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

A-375 (9258 Activities)

Lot Number	Certificate Type	Data	Oggetto
G2617127	Certificate of Analysis	Jan 13, 2026	A111379
A2630207	Certificate of Analysis	Jan 13, 2026	A111379
A2630208	Certificate of Analysis	Jan 13, 2026	A111379
A2630209	Certificate of Analysis	Jan 13, 2026	A111379
A2630210	Certificate of Analysis	Jan 13, 2026	A111379
L2409087	Certificate of Analysis	Apr 16, 2024	A111379
I2506040	Certificate of Analysis	Apr 16, 2024	A111379
A2508084	Certificate of Analysis	Apr 16, 2024	A111379
F2523209	Certificate of Analysis	Apr 16, 2024	A111379
E2409383	Certificate of Analysis	Apr 16, 2024	A111379
B2526028	Certificate of Analysis	Apr 16, 2024	A111379
E2409340	Certificate of Analysis	Apr 16, 2024	A111379
E2409339	Certificate of Analysis	Apr 16, 2024	A111379
E2409338	Certificate of Analysis	Apr 16, 2024	A111379
A2411105	Certificate of Analysis	Dec 27, 2023	A111379
A2411107	Certificate of Analysis	Dec 27, 2023	A111379
A2411106	Certificate of Analysis	Dec 27, 2023	A111379
A2411103	Certificate of Analysis	Dec 27, 2023	A111379
F1825117	Certificate of Analysis	Apr 27, 2022	A111379
F1825116	Certificate of Analysis	Apr 27, 2022	A111379
D2222038	Certificate of Analysis	Feb 16, 2022	A111379
D2222026	Certificate of Analysis	Feb 16, 2022	A111379
D2222021	Certificate of Analysis	Feb 16, 2022	A111379
D2222010	Certificate of Analysis	Feb 16, 2022	A111379
B2325248	Certificate of Analysis	Feb 16, 2022	A111379
B2325249	Certificate of Analysis	Jun 23, 2021	A111379

Solubilità	Soluble in dimethyl sulfoxide, ethanol and dimethylformamide. Sparingly soluble in water
Sensibilità	Light sensitive
Rotazione specifica [α]	50.3° (C=0.25,MeOH)
Punto di fusione (°C)	325-330°C
Peso molecolare	488.700 g/mol
XLogP3	5.700
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	2
Exact Mass	488.35 Da
Monoisotopic Mass	488.35 Da
Topological Polar Surface Area	98.000 Å²
Heavy Atom Count	35
Formal Charge	0
Complexity	930.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	12
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	0
Covalently-Bonded Unit Count	1

Asiatic acid - Moligand™,≥98% , CAS No.464-92-6

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