(R)-3-(3-hydroxypropyl)-8-hydroxy-3,4-dihydroisocoumarin

ID: ALA4462828

PubChem CID: 139591604

Max Phase: Preclinical

Molecular Formula: C12H14O4

Molecular Weight: 222.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1O[C@H](CCCO)Cc2cccc(O)c21

Standard InChI:  InChI=1S/C12H14O4/c13-6-2-4-9-7-8-3-1-5-10(14)11(8)12(15)16-9/h1,3,5,9,13-14H,2,4,6-7H2/t9-/m1/s1

Standard InChI Key:  ANHDSHULYLEXMM-SECBINFHSA-N

Molfile:  

 
     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    3.4234  -10.3161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4222  -11.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1370  -11.5562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1352   -9.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8505  -10.3124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8493  -11.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5662  -11.5607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2888  -11.1475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2900  -10.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5686   -9.8946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5686   -9.0696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1327   -9.0783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0021  -11.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7177  -11.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4309  -11.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1466  -11.1556    0.0000 O   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
 10 11  2  0
  4 12  1  0
  8 13  1  6
 13 14  1  0
 14 15  1  0
 15 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4462828

   ---

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: 1.25

#Rotatable Bonds: 3

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.65

CX Basic pKa: ┄

CX LogP: 2.11

CX LogD: 2.11

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.76

Np Likeness Score: 1.95

References

1. Bai M, Zheng CJ, Huang GL, Mei RQ, Wang B, Luo YP, Zheng C, Niu ZG, Chen GY..  (2019)  Bioactive Meroterpenoids and Isocoumarins from the Mangrove-Derived Fungus Penicillium sp. TGM112.,  82  (5): [PMID:30990038] [10.1021/acs.jnatprod.8b00866]

Source

Source(1):

• Scientific Literature