4'-epialtenuene

ID: ALA1079573

PubChem CID: 46879583

Max Phase: Preclinical

Molecular Formula: C15H18O6

Molecular Weight: 294.30

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 4'-Epialtenuene | CHEMBL1079573

Canonical SMILES:  COc1cc(O)c2c(c1)C1C[C@H](O)[C@@H](O)C[C@@]1(C)OC2=O

Standard InChI:  InChI=1S/C15H18O6/c1-15-6-12(18)10(16)5-9(15)8-3-7(20-2)4-11(17)13(8)14(19)21-15/h3-4,9-10,12,16-18H,5-6H2,1-2H3/t9?,10-,12-,15+/m0/s1

Standard InChI Key:  HDWRQDAKGPKDFF-IPLWOTINSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    8.1545  -16.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3274  -16.7896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3129  -18.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9086  -17.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0860  -17.4922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6614  -18.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0656  -18.9234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8945  -18.9358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5587  -17.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1335  -18.2301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5299  -18.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3513  -18.9636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7746  -18.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3758  -17.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8008  -16.8310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7525  -19.6870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5795  -16.0955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8341  -18.1896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3265  -20.3962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4887  -16.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6419  -19.6339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  2  0
  3 10  1  0
 10 11  1  0
  9  1  1  0
 11 12  2  0
  1  2  1  0
 12 13  1  0
  3  4  1  0
 13 14  2  0
 14  9  1  0
  3  8  1  0
 14 15  1  0
  4  5  1  0
 12 16  1  0
  5  6  1  0
  1 17  2  0
  6  7  1  0
  6 18  1  1
  7  8  1  0
 16 19  1  0
  4 20  1  6
  4  2  1  0
  7 21  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA1079573

   (2S,3S,4aR)-2,3,7-trihydroxy-9-methoxy-4a-methyl-2,3,4,10b-tetrahydro-1H-benzo[c]chromen-6-one

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: 294.30

Molecular Weight (Monoisotopic): 294.1103

AlogP: 0.93

#Rotatable Bonds: 1

Polar Surface Area: 96.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.54

CX Basic pKa: ┄

CX LogP: 1.04

CX LogD: 1.03

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.67

Np Likeness Score: 2.67

References

1. Kjer J, Wray V, Edrada-Ebel R, Ebel R, Pretsch A, Lin W, Proksch P..  (2009)  Xanalteric acids I and II and related phenolic compounds from an endophytic Alternaria sp. isolated from the mangrove plant Sonneratia alba.,  72  (11): [PMID:19835393] [10.1021/np900417g]

Source

Source(1):

• Scientific Literature