Canonical Smiles : [C@]12([C@](C[C@H](CC1(C)C)O)(C)O2)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C3=C(CCCC3(C)C)C)C)C)/C)/C
Inchi Key : CMOLUFWHADIFGS-VESOQFFVSA-N
IUPAC : (3S,5R,6S)-β-cryptoxanthin 5,6-epoxide
Pubchem ID : CHEBI:91143
Smiles : CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/[C@@]23O[C@]2(C)C[C@@H](O)CC3(C)C)C(C)(C)CCC1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 568.43
Volume : 665.942
Density : 0.854
nHA : 2
nHD : 1
nRot : 10
nRing : 3
Max Ring : 7
nHet: 2
fChar : 0
nRig : 23
Flexibility : 0.435
Stereo Centers : 3
TPSA : 32.76
logS : -4.699
logP: 6.215
logD7.4 : 4.544
ABSORPTION
Caco-2 Permeability : -5.32
MDCK Permeability : 0.000013879
Pgp-inhibitor : 0.007
Pgp-substrate : 0
HIA : 0.012
F20% : 0.005
F30% : 0.001
DISTRIBUTION
PPB : 1.02839
VD : 1.166
BBB Penetration : 0.03
Fu : 0.0540853
METABOLISM
CYP 1A2 inhibitor : 0.421
CYP 1A2 substrate : 0.944
CYP 2C19 inhibitor : 0.867
CYP 2C19 substrate : 0.948
CYP 2C9 inhibitor : 0.925
CYP 2C9 substrate : 0.999
CYP 2D6 inhibitor : 0.957
CYP 2D6 substrate : 0.978
CYP 3A4 inhibitor : 0.971
CYP 3A4 substrate : 0.811
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MEDICINAL CHEMISTRY
QED : 0.21
SAscore : 4.953
Fsp : 0.5
MCE-18 : 65.333
NPscore : 2.133
Lipinski Rule : Rejected
Pfizer Rule : Rejected
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 0
BMS Rule : 1
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.105
H-HT : 0.569
DILI : 0.038
AMES Toxicity : 0.091
Rat Oral Acute Toxicity : 0.079
FDAMDD : 0.943
Skin Sensitization : 0.361
Carcinogencity : 0.694
Eye Corrosion : 0.003
Eye Irritation : 0.518
Respiratory Toxicity : 0.879
Bioconcentration Factor : 2.074
IGC50 : 5.217
LC50FM : 5.346
LC50DM : 6.088
NR-AR : 0
NR-AR-LBD: 0.909
NR-AhR : 0.001
NR-Aromatase : 0.697
NR-ER : 0.81
NR-ER-LBD : 0.997
NR-PPAR-gamma : 0.981
SR-ARE : 0.992
SR-ATAD5 : 0.995
SR-HSE : 0.978
SR-MMP : 0.782
SR-p53 : 0.999
Acute/Aquatic Toxicity Rule : 4
Genotoxic Carcinogenicity Rule : 5
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 3
Non Biodegradable Rule : 2
SureChEMBL Rule : 4
FAF-Drugs4 Rule : 2
EXCRETION
CL : 1.968
t1/2 : 0.027
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