cholestane glycoside

ID: ALA2368220

PubChem CID: 73345304

Max Phase: Preclinical

Molecular Formula: C47H68O15

Molecular Weight: 873.05

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)O[C@@H]2[C@H](O[C@H]3[C@@H](OC(C)=O)[C@H](O[C@H]4C[C@H]5[C@@H]6CC=C7C[C@@H](O)CC[C@]7(C)[C@H]6CC[C@]5(C)[C@@]4(O)[C@H](C)C(=O)CCC(C)C)OC[C@@H]3O)OC[C@@H](O)[C@@H]2O)cc1

Standard InChI:  InChI=1S/C47H68O15/c1-24(2)8-15-34(50)25(3)47(55)37(21-33-31-14-11-28-20-29(49)16-18-45(28,5)32(31)17-19-46(33,47)6)60-44-41(59-26(4)48)39(36(52)23-58-44)62-43-40(38(53)35(51)22-57-43)61-42(54)27-9-12-30(56-7)13-10-27/h9-13,24-25,29,31-33,35-41,43-44,49,51-53,55H,8,14-23H2,1-7H3/t25-,29+,31-,32+,33+,35-,36+,37+,38+,39-,40+,41-,43+,44+,45+,46+,47-/m1/s1

Standard InChI Key:  MPXTYZZFIJTPPA-NGVVNPGGSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2368220

   [(2S,3S,4S,5R)-2-[(2S,3R,4R,5S)-3-acetyloxy-2-[[(3S,8R,9S,10R,13S,14S,16S,17S)-3,17-dihydroxy-10,13-dimethyl-17-[(2S)-6-methyl-3-oxoheptan-2-yl]-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]-5-hydroxyoxan-4-yl]oxy-4,5-dihydro

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: 873.05

Molecular Weight (Monoisotopic): 872.4558

AlogP: 4.02

#Rotatable Bonds: 13

Polar Surface Area: 216.97

Molecular Species: NEUTRAL

HBA: 15

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.56

CX Basic pKa: ┄

CX LogP: 4.61

CX LogD: 4.61

Aromatic Rings: 1

Heavy Atoms: 62

QED Weighted: 0.14

Np Likeness Score: 1.82

References

1. Mimaki Y, Kuroda M, Kameyama A, Sashida Y, Hirano T, Oka K, Maekawa R, Wada T, Sugita K, Beutler JA.  (1997)  Cholestane glycosides with potent cytostatic activities on various tumor cells from Ornithogalum saundersiae bulbs,  7  (5): [10.1016/S0960-894X(97)00071-1]

Source

Source(1):

• Scientific Literature