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(1R,2S)-2-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-1,3,3-trimethylcyclohexane-1,2-diol

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 e9dbab0a-12bc-442f-860c-39ebf0cd45dd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name (1R,2S)-2-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-1,3,3-trimethylcyclohexane-1,2-diol
SMILES (Canonical) CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2(C(CCCC2(C)O)(C)C)O)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)/C=C/[C@]2([C@](CCCC2(C)C)(C)O)O)/C)/C
InChI InChI=1S/C40H58O3/c1-30(18-13-20-32(3)22-23-36-34(5)28-35(41)29-37(36,6)7)16-11-12-17-31(2)19-14-21-33(4)24-27-40(43)38(8,9)25-15-26-39(40,10)42/h11-14,16-24,27,35,41-43H,15,25-26,28-29H2,1-10H3/b12-11+,18-13+,19-14+,23-22+,27-24+,30-16+,31-17+,32-20+,33-21+/t35-,39-,40+/m1/s1
InChI Key BWLXXKZUWYZFGI-HGTNRAFMSA-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) 60.70 Ų
XlogP 10.30
Atomic LogP (AlogP) 9.74
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S)-2-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-1,3,3-trimethylcyclohexane-1,2-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9887 98.87%
Caco-2 - 0.8102 81.02%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7463 74.63%
OATP2B1 inhibitior - 0.5679 56.79%
OATP1B1 inhibitior + 0.7923 79.23%
OATP1B3 inhibitior + 0.9538 95.38%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9918 99.18%
P-glycoprotein inhibitior + 0.7646 76.46%
P-glycoprotein substrate - 0.5901 59.01%
CYP3A4 substrate + 0.6861 68.61%
CYP2C9 substrate - 0.8016 80.16%
CYP2D6 substrate - 0.8001 80.01%
CYP3A4 inhibition - 0.8988 89.88%
CYP2C9 inhibition - 0.8393 83.93%
CYP2C19 inhibition - 0.7670 76.70%
CYP2D6 inhibition - 0.9293 92.93%
CYP1A2 inhibition - 0.9270 92.70%
CYP2C8 inhibition - 0.5898 58.98%
CYP inhibitory promiscuity - 0.8701 87.01%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6332 63.32%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.8996 89.96%
Skin irritation - 0.5301 53.01%
Skin corrosion - 0.9352 93.52%
Ames mutagenesis - 0.6324 63.24%
Human Ether-a-go-go-Related Gene inhibition + 0.8182 81.82%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6242 62.42%
skin sensitisation + 0.6052 60.52%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.4796 47.96%
Acute Oral Toxicity (c) III 0.7069 70.69%
Estrogen receptor binding + 0.8100 81.00%
Androgen receptor binding + 0.7641 76.41%
Thyroid receptor binding + 0.7210 72.10%
Glucocorticoid receptor binding + 0.8069 80.69%
Aromatase binding - 0.5141 51.41%
PPAR gamma + 0.7249 72.49%
Honey bee toxicity - 0.8112 81.12%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9622 96.22%

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
CHEMBL1937 Q92769 Histone deacetylase 2 96.86% 94.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.13% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.41% 91.11%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 88.48% 91.71%
CHEMBL2061 P19793 Retinoid X receptor alpha 88.02% 91.67%
CHEMBL1870 P28702 Retinoid X receptor beta 87.76% 95.00%
CHEMBL2004 P48443 Retinoid X receptor gamma 87.48% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.45% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.17% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.16% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.80% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.30% 95.89%
CHEMBL2581 P07339 Cathepsin D 81.85% 98.95%
CHEMBL3524 P56524 Histone deacetylase 4 81.83% 92.97%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.63% 92.94%
CHEMBL221 P23219 Cyclooxygenase-1 81.26% 90.17%
CHEMBL1951 P21397 Monoamine oxidase A 80.84% 91.49%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.53% 95.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Ipomoea batatas

Cross-Links

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PubChem 102321466
LOTUS LTS0158136
wikiData Q104947373