Dehydrotrametenolic acid

ID: ALA2203608

Cas Number: 29220-16-4

PubChem CID: 15391340

Product Number: P412638, Order Now?

Max Phase: Preclinical

Molecular Formula: C30H46O3

Molecular Weight: 454.70

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Dehydrotrametenolic Acid | 29220-16-4|3-DEHYDROTRAMETENOLIC ACID|(2R)-2-[(3S,5R,10S,13R,14R,17R)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-enoic acid|CHEMBL2203608|SCHEMBL12710205|HY-N2177|AKOS030530143|MS-28285|CS-0019485|3beta-Hydroxy-5alpha-lanosta-7,9(11),24-trien-21-oic acid

Canonical SMILES:  CC(C)=CCC[C@@H](C(=O)O)[C@H]1CC[C@@]2(C)C3=CC[C@H]4C(C)(C)[C@@H](O)CC[C@]4(C)C3=CC[C@]12C

Standard InChI:  InChI=1S/C30H46O3/c1-19(2)9-8-10-20(26(32)33)21-13-17-30(7)23-11-12-24-27(3,4)25(31)15-16-28(24,5)22(23)14-18-29(21,30)6/h9,11,14,20-21,24-25,31H,8,10,12-13,15-18H2,1-7H3,(H,32,33)/t20-,21-,24+,25+,28-,29-,30+/m1/s1

Standard InChI Key:  QFPLAAZRZNKRRY-GIICLEHTSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2203608

   Poricoic acid

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 454.70

Molecular Weight (Monoisotopic): 454.3447

AlogP: 7.32

#Rotatable Bonds: 5

Polar Surface Area: 57.53

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.83

CX Basic pKa: ┄

CX LogP: 6.28

CX LogD: 3.75

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.43

Np Likeness Score: 3.45

References

1. Ríos JL, Andújar I, Recio MC, Giner RM..  (2012)  Lanostanoids from fungi: a group of potential anticancer compounds.,  75  (11): [PMID:23092389] [10.1021/np300412h]

2. Lai KH, Lu MC, Du YC, El-Shazly M, Wu TY, Hsu YM, Henz A, Yang JC, Backlund A, Chang FR, Wu YC..  (2016)  Cytotoxic Lanostanoids from Poria cocos.,  79  (11): [PMID:27808511] [10.1021/acs.jnatprod.6b00575]

Source

Source(1):

• Scientific Literature