3beta,20(S)-dihydroxydammar-24-en-12beta,23beta-epoxy-20-O-beta-D-glucopyranoside

ID: ALA3098969

PubChem CID: 73055308

Max Phase: Preclinical

Molecular Formula: C36H60O8

Molecular Weight: 620.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=C[C@H]1C[C@](C)(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]2CC[C@]3(C)[C@@H]2[C@@H](C[C@@H]2[C@@]4(C)CC[C@H](O)C(C)(C)[C@@H]4CC[C@]23C)O1

Standard InChI:  InChI=1S/C36H60O8/c1-19(2)15-20-17-36(8,44-31-30(41)29(40)28(39)23(18-37)43-31)21-9-13-35(7)27(21)22(42-20)16-25-33(5)12-11-26(38)32(3,4)24(33)10-14-34(25,35)6/h15,20-31,37-41H,9-14,16-18H2,1-8H3/t20-,21-,22+,23+,24-,25+,26-,27-,28+,29-,30+,31-,33-,34+,35+,36-/m0/s1

Standard InChI Key:  ZFJJTGYIYCRRJM-LOZVPELFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3098969

   (2S,3R,4S,5S,6R)-2-[[(1R,2R,5R,7S,10R,11R,13R,15R,17S,18S,21R)-7-hydroxy-1,2,6,6,10,17-hexamethyl-15-(2-methylprop-1-enyl)-14-oxapentacyclo[11.7.1.02,11.05,10.018,21]henicosan-17-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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: 620.87

Molecular Weight (Monoisotopic): 620.4288

AlogP: 4.34

#Rotatable Bonds: 4

Polar Surface Area: 128.84

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.21

CX Basic pKa: ┄

CX LogP: 3.62

CX LogD: 3.62

Aromatic Rings: ┄

Heavy Atoms: 44

QED Weighted: 0.29

Np Likeness Score: 2.78

References

1. Tran TL, Kim YR, Yang JL, Oh DR, Dao TT, Oh WK..  (2014)  Dammarane triterpenes from the leaves of Panax ginseng enhance cellular immunity.,  22  (1): [PMID:24290061] [10.1016/j.bmc.2013.11.002]

Source

Source(1):

• Scientific Literature