(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (1S,4aR,6aR,6bR,8aR,9R,10R,11R,12aS,12bR,14aR,14bR)-1,10,11-trihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,14a,14b-icosahydropicene-4a-carboxylate

ID: ALA5284619

Max Phase: Preclinical

Molecular Formula: C36H58O11

Molecular Weight: 666.85

Names and Identifiers

Canonical SMILES:  CC1(C)CC[C@]2(C(=O)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)CC[C@]3(C)[C@H](C=C[C@@H]4[C@@]5(C)C[C@@H](O)[C@H](O)[C@@](C)(CO)[C@@H]5CC[C@]43C)[C@H]2[C@@H]1O

Standard InChI:  InChI=1S/C36H58O11/c1-31(2)11-13-36(30(45)47-29-26(42)25(41)24(40)20(16-37)46-29)14-12-34(5)18(23(36)28(31)44)7-8-22-32(3)15-19(39)27(43)33(4,17-38)21(32)9-10-35(22,34)6/h7-8,18-29,37-44H,9-17H2,1-6H3/t18-,19-,20-,21-,22-,23+,24-,25+,26-,27+,28+,29+,32+,33+,34-,35-,36+/m1/s1

Standard InChI Key:  GPWNSIOHESVXKM-XHNQLIBHSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5284619

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 666.85

Molecular Weight (Monoisotopic): 666.3979

AlogP: 1.26

#Rotatable Bonds: 4

Polar Surface Area: 197.37

Molecular Species: NEUTRAL

HBA: 11

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 11

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.18

CX Basic pKa: ┄

CX LogP: 0.86

CX LogD: 0.86

Aromatic Rings: ┄

Heavy Atoms: 47

QED Weighted: 0.16

Np Likeness Score: 2.79

References

1. Xu GB, Xiao YH, Zhang QY, Zhou M, Liao SG..  (2018)  Hepatoprotective natural triterpenoids.,  145  [PMID:29353722] [10.1016/j.ejmech.2018.01.011]

Source

Source(1):

• Scientific Literature