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(1R,3S,6S)-6-[(3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15,17-octaenyl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID de323c68-7171-4360-af26-324b84780797
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name (1R,3S,6S)-6-[(3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15,17-octaenyl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol
SMILES (Canonical) CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)CCC23C(CC(CC2(O3)C)O)(C)C)C)C
SMILES (Isomeric) CC1=C(C(C[C@@H](C1)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/CC[C@]23[C@](O2)(C[C@H](CC3(C)C)O)C)/C)/C
InChI InChI=1S/C40H58O3/c1-29(17-13-19-31(3)21-22-36-33(5)25-34(41)26-37(36,6)7)15-11-12-16-30(2)18-14-20-32(4)23-24-40-38(8,9)27-35(42)28-39(40,10)43-40/h11-22,34-35,41-42H,23-28H2,1-10H3/b12-11+,17-13+,18-14+,22-21+,29-15+,30-16+,31-19+,32-20+/t34-,35+,39-,40+/m1/s1
InChI Key BIBGDGLMCHASQA-KMYANKPYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H58O3
Molecular Weight 586.90 g/mol
Exact Mass 586.43859571 g/mol
Topological Polar Surface Area (TPSA) 53.00 Ų
XlogP 10.50
Atomic LogP (AlogP) 9.98
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3S,6S)-6-[(3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15,17-octaenyl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9888 98.88%
Caco-2 - 0.7938 79.38%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.4701 47.01%
OATP2B1 inhibitior - 0.5702 57.02%
OATP1B1 inhibitior + 0.8151 81.51%
OATP1B3 inhibitior + 0.9748 97.48%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9919 99.19%
P-glycoprotein inhibitior + 0.7748 77.48%
P-glycoprotein substrate + 0.5383 53.83%
CYP3A4 substrate + 0.6770 67.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7596 75.96%
CYP3A4 inhibition - 0.8233 82.33%
CYP2C9 inhibition - 0.7828 78.28%
CYP2C19 inhibition - 0.7412 74.12%
CYP2D6 inhibition - 0.9375 93.75%
CYP1A2 inhibition - 0.7820 78.20%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.8401 84.01%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6237 62.37%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.9127 91.27%
Skin irritation - 0.5985 59.85%
Skin corrosion - 0.9443 94.43%
Ames mutagenesis - 0.5391 53.91%
Human Ether-a-go-go-Related Gene inhibition + 0.7815 78.15%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.7433 74.33%
skin sensitisation - 0.5328 53.28%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.6604 66.04%
Acute Oral Toxicity (c) III 0.3925 39.25%
Estrogen receptor binding + 0.8661 86.61%
Androgen receptor binding + 0.7971 79.71%
Thyroid receptor binding + 0.7190 71.90%
Glucocorticoid receptor binding + 0.8483 84.83%
Aromatase binding + 0.5610 56.10%
PPAR gamma + 0.7395 73.95%
Honey bee toxicity - 0.8143 81.43%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9644 96.44%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4040 P28482 MAP kinase ERK2 97.05% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.94% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.69% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.85% 89.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 88.27% 91.71%
CHEMBL2581 P07339 Cathepsin D 87.30% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.66% 86.33%
CHEMBL3492 P49721 Proteasome Macropain subunit 85.82% 90.24%
CHEMBL1870 P28702 Retinoid X receptor beta 84.93% 95.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.27% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 84.09% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.75% 96.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.05% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.55% 95.89%
CHEMBL2004 P48443 Retinoid X receptor gamma 81.96% 100.00%
CHEMBL3524 P56524 Histone deacetylase 4 81.72% 92.97%
CHEMBL4208 P20618 Proteasome component C5 80.21% 90.00%
CHEMBL2061 P19793 Retinoid X receptor alpha 80.21% 91.67%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163187699
LOTUS LTS0105561
wikiData Q104936350