(2R,4aR,9aR)-7-(4-((E)-3,7-dimethylocta-2,6-dienyl)-3-methoxy-5-(methoxymethoxy)styryl)-2-hydroxy-1,1,4a-trimethyl-2,3,4,4a,9,9a-hexahydro-1H-xanthene-5-carbaldehyde

ID: ALA1927857

PubChem CID: 57402352

Max Phase: Preclinical

Molecular Formula: C38H50O6

Molecular Weight: 602.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCOc1cc(/C=C/c2cc(C=O)c3c(c2)C[C@@H]2C(C)(C)[C@H](O)CC[C@@]2(C)O3)cc(OC)c1C/C=C(\C)CCC=C(C)C

Standard InChI:  InChI=1S/C38H50O6/c1-25(2)10-9-11-26(3)12-15-31-32(42-8)20-28(21-33(31)43-24-41-7)14-13-27-18-29-22-34-37(4,5)35(40)16-17-38(34,6)44-36(29)30(19-27)23-39/h10,12-14,18-21,23,34-35,40H,9,11,15-17,22,24H2,1-8H3/b14-13+,26-12+/t34-,35-,38-/m1/s1

Standard InChI Key:  AHVXXAZQIYOVOE-GFPUULJCSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1927857

   (7R,8aR,10aR)-2-[(E)-2-[4-[(2E)-3,7-dimethylocta-2,6-dienyl]-3-methoxy-5-(methoxymethoxy)phenyl]ethenyl]-7-hydroxy-8,8,10a-trimethyl-6,7,8a,9-tetrahydro-5H-xanthene-4-carbaldehyde

Molecule Features

Natural Product: No

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): 602.3607

AlogP: 8.39

#Rotatable Bonds: 12

Polar Surface Area: 74.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 8.41

CX LogD: 8.41

Aromatic Rings: 2

Heavy Atoms: 44

QED Weighted: 0.11

Np Likeness Score: 2.09

References

1. Topczewski JJ, Callahan MP, Kodet JG, Inbarasu JD, Mente NR, Beutler JA, Wiemer DF..  (2011)  Relevance of the C-5 position to schweinfurthin induced cytotoxicity.,  19  (24): [PMID:22055715] [10.1016/j.bmc.2011.10.034]

Source

Source(1):

• Scientific Literature