(2R,5S,6S)-6-((3S,8S,9S,10R,13S,14S,16S,17R)-3,16-diacetoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-methylheptane-1,5-diyl diacetate

ID: ALA2088125

PubChem CID: 14769370

Max Phase: Preclinical

Molecular Formula: C35H54O8

Molecular Weight: 602.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OC[C@H](C)CC[C@H](OC(C)=O)[C@@H](C)[C@H]1[C@@H](OC(C)=O)C[C@H]2[C@@H]3CC=C4C[C@@H](OC(C)=O)CC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C35H54O8/c1-20(19-40-22(3)36)9-12-31(42-24(5)38)21(2)33-32(43-25(6)39)18-30-28-11-10-26-17-27(41-23(4)37)13-15-34(26,7)29(28)14-16-35(30,33)8/h10,20-21,27-33H,9,11-19H2,1-8H3/t20-,21-,27+,28-,29+,30+,31+,32+,33+,34+,35+/m1/s1

Standard InChI Key:  SEWNNXVVYUZUPK-KSONHHPJSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2088125

   [(2R,5S,6S)-5-acetyloxy-6-[(3S,8S,9S,10R,13S,14S,16S,17R)-3,16-diacetyloxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptyl] acetate

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: 602.81

Molecular Weight (Monoisotopic): 602.3819

AlogP: 6.59

#Rotatable Bonds: 10

Polar Surface Area: 105.20

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.90

CX LogD: 4.90

Aromatic Rings: ┄

Heavy Atoms: 43

QED Weighted: 0.16

Np Likeness Score: 2.27

References

1. Challinor VL, Stuthe JM, Parsons PG, Lambert LK, Lehmann RP, Kitching W, De Voss JJ..  (2012)  Structure and bioactivity of steroidal saponins isolated from the roots of Chamaelirium luteum (false unicorn).,  75  (8): [PMID:22880631] [10.1021/np300393y]

Source

Source(1):

• Scientific Literature