(1S,4S,5aS,5bS,7aS,11aR,11bS,13aS,13bR)-11a-formyl-5b,8,8,13a-tetramethyl-1,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a,13b-octadecahydrochryseno[2,1-c]furan-1,4-diyl diacetate

ID: ALA572703

PubChem CID: 25158951

Max Phase: Preclinical

Molecular Formula: C29H42O6

Molecular Weight: 486.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@@H]1OC=C2[C@@H](OC(C)=O)C[C@@H]3[C@](C)(CC[C@H]4[C@@]3(C)CC[C@H]3C(C)(C)CCC[C@@]34C=O)[C@H]21

Standard InChI:  InChI=1S/C29H42O6/c1-17(31)34-20-14-23-27(5)12-8-21-26(3,4)10-7-11-29(21,16-30)22(27)9-13-28(23,6)24-19(20)15-33-25(24)35-18(2)32/h15-16,20-25H,7-14H2,1-6H3/t20-,21-,22-,23-,24+,25-,27+,28-,29+/m0/s1

Standard InChI Key:  GVYVUZXCYYBRKS-GJTCYCQFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA572703

   [(1S,4S,5aS,5bS,7aS,11aR,11bS,13aS,13bR)-1-acetyloxy-11a-formyl-5b,8,8,13a-tetramethyl-1,4,5,5a,6,7,7a,9,10,11,11b,12,13,13b-tetradecahydrophenanthro[2,1-e][2]benzofuran-4-yl] 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: 486.65

Molecular Weight (Monoisotopic): 486.2981

AlogP: 5.59

#Rotatable Bonds: 3

Polar Surface Area: 78.90

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.27

CX LogD: 4.27

Aromatic Rings: ┄

Heavy Atoms: 35

QED Weighted: 0.38

Np Likeness Score: 2.93

References

1. Song J, Jeong W, Wang N, Lee HS, Sim CJ, Oh KB, Shin J..  (2008)  Scalarane sesterterpenes from the sponge Smenospongia sp.,  71  (11): [PMID:18973387] [10.1021/np8003694]

Source

Source(1):

• Scientific Literature