(4S,5R,7S,8S,9S)-7,8-dihydroxydihyronepetalactone

ID: ALA1099263

PubChem CID: 46211040

Max Phase: Preclinical

Molecular Formula: C10H16O4

Molecular Weight: 200.23

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (4S,5R,7S,8S,9S)-7,8-Dihydroxydihyronepetalactone | CHEMBL1099263|(4S,5R,7S,8S,9S)-7,8-dihydroxydihyronepetalactone

Canonical SMILES:  C[C@@H]1COC(=O)[C@H]2[C@@H]1C[C@H](O)[C@@]2(C)O

Standard InChI:  InChI=1S/C10H16O4/c1-5-4-14-9(12)8-6(5)3-7(11)10(8,2)13/h5-8,11,13H,3-4H2,1-2H3/t5-,6-,7+,8-,10-/m1/s1

Standard InChI Key:  PEZCHMXCLXLNIE-HPFNVAMJSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    9.7954   -3.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5074   -3.2667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5074   -2.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7954   -2.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0833   -3.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0834   -2.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2944   -2.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8067   -2.8518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2943   -3.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7954   -4.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7973   -1.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9817   -2.8518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0792   -4.0917    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0792   -1.6083    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5750   -3.9292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7000   -4.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  3  4  1  0
  1 10  2  0
  5  6  1  0
  4 11  1  6
  8 12  1  1
  6  4  1  0
  5 13  1  1
  5  1  1  0
  6 14  1  1
  1  2  1  0
  9 15  1  6
  2  3  1  0
  9 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1099263

   JATAMANIN G

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: 200.23

Molecular Weight (Monoisotopic): 200.1049

AlogP: -0.07

#Rotatable Bonds: ┄

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: 13.43

CX Basic pKa: ┄

CX LogP: -0.26

CX LogD: -0.26

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.54

Np Likeness Score: 3.39

References

1. Lin S, Chen T, Liu XH, Shen YH, Li HL, Shan L, Liu RH, Xu XK, Zhang WD, Wang H..  (2010)  Iridoids and lignans from Valeriana jatamansi.,  73  (4): [PMID:20151678] [10.1021/np900795c]

Source

Source(1):

• Scientific Literature