5-hydroxy-3S-hydroxymethyl-6-methyl-2,3-dihydrobenzofuran

ID: ALA1079035

PubChem CID: 44253995

Max Phase: Preclinical

Molecular Formula: C10H12O3

Molecular Weight: 180.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc2c(cc1O)[C@@H](CO)CO2

Standard InChI:  InChI=1S/C10H12O3/c1-6-2-10-8(3-9(6)12)7(4-11)5-13-10/h2-3,7,11-12H,4-5H2,1H3/t7-/m0/s1

Standard InChI Key:  XNGDDFPFJFPWRU-ZETCQYMHSA-N

Molfile:  

     RDKit          2D

 13 14  0  0  0  0  0  0  0  0999 V2000
    4.2065    2.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2051    1.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9193    1.3588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9173    3.0068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6322    2.6006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6327    1.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4193    1.5189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9049    2.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4183    2.8567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6748    0.7348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1233    0.1216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4926    3.0095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4911    1.3567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  6  2  0
  1  2  2  0
  5  4  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  4  1  1  0
  7 10  1  6
  5  6  1  0
 10 11  1  0
  1 12  1  0
  2  3  1  0
  2 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1079035

   5-hydroxy-3S-hydroxymethyl-6-methyl-2,3-dihydrobenzofuran

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: 180.20

Molecular Weight (Monoisotopic): 180.0786

AlogP: 1.17

#Rotatable Bonds: 1

Polar Surface Area: 49.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.27

CX Basic pKa: ┄

CX LogP: 1.04

CX LogD: 1.03

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.68

Np Likeness Score: 2.07

References

1. Ha do T, Ngoc TM, Lee I, Lee YM, Kim JS, Jung H, Lee S, Na M, Bae K..  (2009)  Inhibitors of aldose reductase and formation of advanced glycation end-products in moutan cortex (Paeonia suffruticosa).,  72  (8): [PMID:19670875] [10.1021/np9002004]

Source

Source(1):

• Scientific Literature