(+)-cembrene

ID: ALA571450

PubChem CID: 45272262

Max Phase: Preclinical

Molecular Formula: C20H32

Molecular Weight: 272.48

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (+)-Cembrene | (+)-Cembrene|CHEMBL571450

Canonical SMILES:  CC1=C\C/C=C(\C)CC/C=C(\C)CC[C@H](C(C)C)/C=C\1

Standard InChI:  InChI=1S/C20H32/c1-16(2)20-14-12-18(4)10-6-8-17(3)9-7-11-19(5)13-15-20/h8,10-12,14,16,20H,6-7,9,13,15H2,1-5H3/b14-12-,17-8-,18-10-,19-11+/t20-/m1/s1

Standard InChI Key:  DMHADBQKVWXPPM-JIZJNWKMSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   10.2125  -21.9348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9222  -21.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5221  -21.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8267  -20.6737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6448  -20.6733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5890  -20.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8857  -20.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5930  -19.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8925  -19.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8300  -19.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6519  -19.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9466  -18.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5489  -18.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2511  -17.9278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7696  -21.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5364  -21.0855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5347  -21.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2516  -20.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7663  -18.8379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9324  -18.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  7  1  0
  6  8  2  0
  7  9  1  0
  8 10  1  0
  9 11  1  0
 10 12  2  0
 11 13  2  0
 12 14  1  0
 13 14  1  0
  3 15  1  0
  1  2  1  0
  4 16  1  6
  1  3  1  0
 16 17  1  0
  2  4  1  0
 16 18  1  0
  3  5  2  0
 10 19  1  0
  4  6  1  0
 11 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA571450

   (1Z,3E,6E,10E,14R)-3,7,11-trimethyl-14-propan-2-ylcyclotetradeca-1,3,6,10-tetraene

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: 272.48

Molecular Weight (Monoisotopic): 272.2504

AlogP: 6.62

#Rotatable Bonds: 1

Polar Surface Area: 0.00

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.52

CX LogD: 6.52

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.47

Np Likeness Score: 2.77

References

1. Yu BZ, Kaimal R, Bai S, El Sayed KA, Tatulian SA, Apitz RJ, Jain MK, Deng R, Berg OG..  (2009)  Effect of guggulsterone and cembranoids of Commiphora mukul on pancreatic phospholipase A(2): role in hypocholesterolemia.,  72  (1): [PMID:19102680] [10.1021/np8004453]

Source

Source(1):

• Scientific Literature