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

CAS: 464-92-6 Cat. No.: A111379 분자식: C₃₀H₄₈O₅ 분자량: 488.7 EC 번호: 482-720-9

등급 & 순도 Moligand™, ≥98%

Synonyms

Q15478109 | STK298625 | ASIATIC ACID (CONSTITUENT OF BANABA LEAF) | 9PA5A687X5 | (2alpha,3beta,4alpha)-2,3,23-TRIHYDROXYURS-12-EN-28-OIC ACID | SCHEMBL3285999 | (2alpha,3beta,5beta,20beta)-2,3,23-trihydroxyurs-12-en-28-oic acid | (1S,2R,4aS,6aR,6aS,6bR,8a

Storage

Store at 2-8°C,Protected from light

Shipped In

Wet ice

개요

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

사양

동의어

Q15478109 | STK298625 | ASIATIC ACID (CONSTITUENT OF BANABA LEAF) | 9PA5A687X5 | (2alpha,3beta,4alpha)-2,3,23-TRIHYDROXYURS-12-EN-28-OIC ACID | SCHEMBL3285999 | (2alpha,3beta,5beta,20beta)-2,3,23-trihydroxyurs-12-en-28-oic acid | (1S,2R,4aS,6aR,6aS,6bR,8a

사양 및 순도

Moligand™,≥98%

생화학 및 생리적 메커니즘

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

보관 조건

Store at 2-8°C,Protected from light

배송

Wet ice

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등급

Moligand™

참고

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.

순수함

≥98%

이름과 식별자

Pubchem Sid

488187603

Pubchem Sid Url

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

정식 스마일

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

이성체 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 독일

3

분자량

488.7

Reaxy-Rn

3505994

Reaxys-RN_link_address

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

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• 분류: 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
• 설명: This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
• External Descriptors: Ursanes

Data sources

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

관련 대상(인간)

ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)

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ACHE Tclin Acetylcholinesterase (18204 Activities)

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PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

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PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

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AKR1B1 Tclin Aldose reductase (1404 Activities)

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

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AMY2A Tclin Pancreatic alpha-amylase (74 Activities)

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

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NR1H4 Tclin Bile acid receptor FXR (6228 Activities)

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A-375 (9258 Activities)

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HT-29 (80576 Activities)

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MCF7 (126967 Activities)

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NCI-N87 (850 Activities)

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PC-3 (62116 Activities)

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SGC-7901 (2773 Activities)

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T-24 (2342 Activities)

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A549 (127892 Activities)

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BJ (6930 Activities)

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H9 (1832 Activities)

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HepG2 (196354 Activities)

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NCI-H460 (60772 Activities)

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A2780 (11979 Activities)

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HUVEC (11049 Activities)

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Jurkat (10389 Activities)

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HeLa (62764 Activities)

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MDA-MB-231 (73002 Activities)

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GPBAR1 Tchem G-protein coupled bile acid receptor 1 (1723 Activities)

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AKR1B10 Tchem Aldo-keto reductase family 1 member B10 (300 Activities)

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SLC2A4 Tchem Solute carrier family 2, facilitated glucose transporter member 4 (396 Activities)

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8505C (583 Activities)

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SENP1 Tchem Sentrin-specific protease 1 (681 Activities)

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PRKAA2 Tchem AMP-activated protein kinase, AMPK (12273 Activities)

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USP7 Tchem Ubiquitin carboxyl-terminal hydrolase 7 (837 Activities)

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RAD52 Tchem DNA repair protein RAD52 homolog (856 Activities)

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MGC-803 (6426 Activities)

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L02 (4864 Activities)

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관련 대상(비인간)

Hdac6 Histone deacetylase 6 (222 Activities)

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Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)

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Pseudomonas aeruginosa (123386 Activities)

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Staphylococcus aureus (210822 Activities)

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Escherichia coli (133304 Activities)

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Enterococcus faecalis (29875 Activities)

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Mus musculus (284745 Activities)

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Rattus norvegicus (775804 Activities)

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Human immunodeficiency virus 1 (70413 Activities)

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RAW264.7 (28094 Activities)

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B103 cell line (42 Activities)

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NIH3T3 (5395 Activities)

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PYGM Glycogen phosphorylase, muscle form (1331 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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BCHE Cholinesterase (8742 Activities)

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SARS-CoV-2 (38078 Activities)

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작용 메커니즘

화학 및 물리적 특성

• 용해성: Soluble in dimethyl sulfoxide, ethanol and dimethylformamide. Sparingly soluble in water
• 감도: Light sensitive
• 특정 회전[α]: 50.3° (C=0.25,MeOH)
• 녹는점(°C): 325-330°C
• 분자량: 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 Ų
• 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