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(5Z)-3-[2-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]ethyl]-5-[(2E,4E,6E,8E,10E,12E)-13-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaenylidene]furan-2-one

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 a59fe0c8-196b-4fa5-9f3b-eddaff2052db
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (5Z)-3-[2-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]ethyl]-5-[(2E,4E,6E,8E,10E,12E)-13-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaenylidene]furan-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H54O4/c1-27(15-12-16-28(2)17-19-36-30(4)22-33(41)25-39(36,6)7)13-10-11-14-29(3)21-35-24-32(38(43)44-35)18-20-37-31(5)23-34(42)26-40(37,8)9/h10-17,19,21,23-24,33-34,37,41-42H,18,20,22,25-26H2,1-9H3/b11-10+,15-12+,19-17+,27-13+,28-16+,29-14+,35-21-/t33-,34+,37+/m1/s1
InChI Key OIYDWWVQMPRJQY-IWEGAZGNSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C40H54O4
Molecular Weight 598.90 g/mol
Exact Mass 598.40221020 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 9.70
Atomic LogP (AlogP) 9.49
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5Z)-3-[2-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]ethyl]-5-[(2E,4E,6E,8E,10E,12E)-13-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaenylidene]furan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9873 98.73%
Caco-2 - 0.8096 80.96%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7776 77.76%
OATP2B1 inhibitior + 0.7157 71.57%
OATP1B1 inhibitior + 0.7531 75.31%
OATP1B3 inhibitior + 0.9211 92.11%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9971 99.71%
P-glycoprotein inhibitior + 0.8281 82.81%
P-glycoprotein substrate + 0.5943 59.43%
CYP3A4 substrate + 0.7120 71.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8645 86.45%
CYP3A4 inhibition - 0.5908 59.08%
CYP2C9 inhibition - 0.8968 89.68%
CYP2C19 inhibition - 0.8671 86.71%
CYP2D6 inhibition - 0.9332 93.32%
CYP1A2 inhibition - 0.9068 90.68%
CYP2C8 inhibition + 0.6675 66.75%
CYP inhibitory promiscuity - 0.8229 82.29%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9228 92.28%
Carcinogenicity (trinary) Non-required 0.6280 62.80%
Eye corrosion - 0.9934 99.34%
Eye irritation - 0.9179 91.79%
Skin irritation + 0.5572 55.72%
Skin corrosion - 0.9530 95.30%
Ames mutagenesis - 0.5437 54.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8809 88.09%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6856 68.56%
skin sensitisation - 0.6390 63.90%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.7698 76.98%
Acute Oral Toxicity (c) III 0.4624 46.24%
Estrogen receptor binding + 0.8705 87.05%
Androgen receptor binding + 0.7068 70.68%
Thyroid receptor binding + 0.7079 70.79%
Glucocorticoid receptor binding + 0.8335 83.35%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.7542 75.42%
Honey bee toxicity - 0.7177 71.77%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9907 99.07%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.66% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.08% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.96% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.73% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.43% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 93.38% 83.82%
CHEMBL3192 Q9BY41 Histone deacetylase 8 92.38% 93.99%
CHEMBL1937 Q92769 Histone deacetylase 2 88.95% 94.75%
CHEMBL3401 O75469 Pregnane X receptor 87.84% 94.73%
CHEMBL3524 P56524 Histone deacetylase 4 87.61% 92.97%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.36% 89.00%
CHEMBL5805 Q9NR97 Toll-like receptor 8 85.61% 96.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.52% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.52% 95.50%
CHEMBL2996 Q05655 Protein kinase C delta 82.30% 97.79%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 81.91% 96.37%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.78% 94.80%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.76% 96.95%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.18% 91.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.15% 99.23%

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.
There are no matching plants.

Cross-Links

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PubChem 21773682
LOTUS LTS0027704
wikiData Q105192913