(3S,6S,8R,10R,12R,14R)-17-((R)-1-Hydroxy-1,5-dimethyl-hex-4-enyl)-4,4,8,10,14-pentamethyl-hexadecahydro-cyclopenta[a]phenanthrene-3,6,12-triol

ID: ALA3350010

PubChem CID: 118718705

Max Phase: Preclinical

Molecular Formula: C30H52O4

Molecular Weight: 476.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCC[C@@](C)(O)[C@H]1CC[C@]2(C)C1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O)C(C)(C)[C@@H]3[C@@H](O)C[C@]12C

Standard InChI:  InChI=1S/C30H52O4/c1-18(2)10-9-13-30(8,34)19-11-15-28(6)24(19)20(31)16-22-27(5)14-12-23(33)26(3,4)25(27)21(32)17-29(22,28)7/h10,19-25,31-34H,9,11-17H2,1-8H3/t19-,20+,21-,22+,23-,24?,25-,27+,28+,29+,30+/m0/s1

Standard InChI Key:  SHCBCKBYTHZQGZ-QOOQWYQWSA-N

Molfile:  

     RDKit          2D

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    3.6914   -8.1222    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1 21  1  1
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M  END

Alternative Forms

1. Parent:

   

   ALA3350010

   ---

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: 476.74

Molecular Weight (Monoisotopic): 476.3866

AlogP: 5.47

#Rotatable Bonds: 4

Polar Surface Area: 80.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.22

CX LogD: 4.22

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.41

Np Likeness Score: 3.37

References

1. Kwon BM, Kim MK, Baek NI, Kim DS, Park JD, Kim YK, Lee HK, Kim SI..  (1999)  Acyl-CoA: cholesterol acyltransferase inhibitory activity of ginseng sapogenins, produced from the ginseng saponins.,  9  (10): [PMID:10360739] [10.1016/s0960-894x(99)00208-5]

Source

Source(1):

• Scientific Literature