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(5Z)-5-[(2E,4E,6E,8E,10E,12E)-13-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaenylidene]-3-[2-[(1R)-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]ethyl]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 0e50e113-3a51-4761-9ce4-57767cddcf29
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (5Z)-5-[(2E,4E,6E,8E,10E,12E)-13-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaenylidene]-3-[2-[(1R)-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]ethyl]furan-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H52O5/c1-27(15-12-16-28(2)19-20-40-38(7,8)25-33(42)26-39(40,9)45-40)13-10-11-14-29(3)21-34-23-31(36(43)44-34)17-18-35-30(4)22-32(41)24-37(35,5)6/h10-16,19-23,33,35,42H,17-18,24-26H2,1-9H3/b11-10+,15-12+,20-19+,27-13+,28-16+,29-14+,34-21-/t33-,35-,39+,40-/m0/s1
InChI Key NGKSEVYOCARGLQ-KFNUOSPMSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C40H52O5
Molecular Weight 612.80 g/mol
Exact Mass 612.38147475 g/mol
Topological Polar Surface Area (TPSA) 76.10 Ų
XlogP 9.10
Atomic LogP (AlogP) 8.91
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5Z)-5-[(2E,4E,6E,8E,10E,12E)-13-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaenylidene]-3-[2-[(1R)-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]ethyl]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 + 0.9812 98.12%
Caco-2 - 0.8179 81.79%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7161 71.61%
OATP2B1 inhibitior + 0.7159 71.59%
OATP1B1 inhibitior + 0.8076 80.76%
OATP1B3 inhibitior + 0.9449 94.49%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9941 99.41%
P-glycoprotein inhibitior + 0.8106 81.06%
P-glycoprotein substrate + 0.6219 62.19%
CYP3A4 substrate + 0.7195 71.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8957 89.57%
CYP3A4 inhibition - 0.6642 66.42%
CYP2C9 inhibition - 0.8010 80.10%
CYP2C19 inhibition - 0.8940 89.40%
CYP2D6 inhibition - 0.9503 95.03%
CYP1A2 inhibition - 0.8377 83.77%
CYP2C8 inhibition + 0.6030 60.30%
CYP inhibitory promiscuity - 0.9556 95.56%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5264 52.64%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9194 91.94%
Skin irritation + 0.5162 51.62%
Skin corrosion - 0.8988 89.88%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8500 85.00%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.6139 61.39%
skin sensitisation - 0.7392 73.92%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.5530 55.30%
Acute Oral Toxicity (c) I 0.4248 42.48%
Estrogen receptor binding + 0.8622 86.22%
Androgen receptor binding + 0.7266 72.66%
Thyroid receptor binding + 0.6925 69.25%
Glucocorticoid receptor binding + 0.7918 79.18%
Aromatase binding + 0.5713 57.13%
PPAR gamma + 0.7541 75.41%
Honey bee toxicity - 0.7229 72.29%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9919 99.19%

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 98.57% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.29% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.10% 96.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.71% 96.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.90% 95.56%
CHEMBL3045 P05771 Protein kinase C beta 89.89% 97.63%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.37% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.14% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 86.39% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.25% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 85.97% 94.75%
CHEMBL5805 Q9NR97 Toll-like receptor 8 85.68% 96.25%
CHEMBL3401 O75469 Pregnane X receptor 84.71% 94.73%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.48% 94.80%
CHEMBL3524 P56524 Histone deacetylase 4 83.96% 92.97%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.76% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 82.48% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.47% 99.23%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.21% 93.99%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.45% 100.00%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 80.92% 96.37%
CHEMBL299 P17252 Protein kinase C alpha 80.76% 98.03%

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 21773683
LOTUS LTS0052980
wikiData Q105178980