7beta-O-benzylrosmanol

ID: ALA1080422

PubChem CID: 44254787

Max Phase: Preclinical

Molecular Formula: C27H32O5

Molecular Weight: 436.55

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 7Beta-O-Benzylrosmanol | 7beta-O-benzylrosmanol|CHEMBL1080422

Canonical SMILES:  CC(C)c1cc2c(c(O)c1O)[C@@]13CCCC(C)(C)[C@@H]1[C@H](OC3=O)[C@@H]2OCc1ccccc1

Standard InChI:  InChI=1S/C27H32O5/c1-15(2)17-13-18-19(21(29)20(17)28)27-12-8-11-26(3,4)24(27)23(32-25(27)30)22(18)31-14-16-9-6-5-7-10-16/h5-7,9-10,13,15,22-24,28-29H,8,11-12,14H2,1-4H3/t22-,23-,24+,27+/m1/s1

Standard InChI Key:  IJWMBORSRYALGH-INADMSBESA-N

Molfile:  

     RDKit          2D

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   10.1841   -1.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8937   -1.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.1791    1.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.7504   -1.4137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3145   -2.2536    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4788   -0.9914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.6588   -1.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9292   -0.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3 16  1  0
  6  7  1  0
  6 17  1  6
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  5 18  1  1
  8 10  1  0
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  3  6  1  0
 20 18  1  0
  5  4  1  0
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  9 10  2  0
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  1  2  1  0
  7 27  1  1
 12 13  1  0
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  1  4  1  0
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 13 14  2  0
 29 30  2  0
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  5  9  1  0
 33 34  2  0
 34 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1080422

   7beta-O-benzylrosmanol

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: 436.55

Molecular Weight (Monoisotopic): 436.2250

AlogP: 5.48

#Rotatable Bonds: 4

Polar Surface Area: 75.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.18

CX Basic pKa: ┄

CX LogP: 5.95

CX LogD: 5.94

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.49

Np Likeness Score: 2.05

References

1. Marrero JG, Moujir L, Andrés LS, Montaño NP, Araujo L, Luis JG..  (2009)  Semisynthesis and biological evaluation of abietane-type diterpenes. Revision of the structure of rosmaquinone.,  72  (8): [PMID:19711987] [10.1021/np900047p]

Source

Source(1):

• Scientific Literature