(-)-cis-(3R*,4S*)-3,4,8-trihydroxy-6,7-dimethyl-3,4-dihydronaphthalen-1(2H)-one

ID: ALA4582807

PubChem CID: 122209044

Max Phase: Preclinical

Molecular Formula: C12H14O4

Molecular Weight: 222.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc2c(c(O)c1C)C(=O)C[C@@H](O)[C@H]2O

Standard InChI:  InChI=1S/C12H14O4/c1-5-3-7-10(11(15)6(5)2)8(13)4-9(14)12(7)16/h3,9,12,14-16H,4H2,1-2H3/t9-,12+/m1/s1

Standard InChI Key:  VRGDKEJODCLSBA-SKDRFNHKSA-N

Molfile:  

 
     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   18.7112   -3.4022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7100   -4.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4236   -4.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4218   -2.9902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1359   -3.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1347   -4.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8503   -4.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5718   -4.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5729   -3.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8527   -2.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8480   -5.4683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8527   -2.1580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4194   -2.1667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2837   -4.6461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9979   -2.9906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9965   -4.6394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  1  1
 10 12  2  0
  4 13  1  0
  8 14  1  1
  1 15  1  0
  2 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4582807

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 222.24

Molecular Weight (Monoisotopic): 222.0892

AlogP: 0.99

#Rotatable Bonds: ┄

Polar Surface Area: 77.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.04

CX Basic pKa: ┄

CX LogP: 1.50

CX LogD: 1.49

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.61

Np Likeness Score: 2.06

References

1. Liao HX, Zheng CJ, Huang GL, Mei RQ, Nong XH, Shao TM, Chen GY, Wang CY..  (2019)  Bioactive Polyketide Derivatives from the Mangrove-Derived Fungus Daldinia eschscholtzii HJ004.,  82  (8): [PMID:31373815] [10.1021/acs.jnatprod.9b00241]

Source

Source(1):

• Scientific Literature