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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-[(1S)-2,6,6-trimethylcyclohexa-2,4-dien-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 45e21a08-984a-42c6-b26b-95c3af2f0344
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-[(1S)-2,6,6-trimethylcyclohexa-2,4-dien-1-yl]ethyl]furan-2-one
SMILES (Canonical) CC1=CC=CC(C1CCC2=CC(=CC(=CC=CC=C(C)C=CC=C(C)C=CC34C(CC(CC3(O4)C)O)(C)C)C)OC2=O)(C)C
SMILES (Isomeric) CC1=CC=CC([C@H]1CCC2=C/C(=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@]34[C@](O3)(C[C@H](CC4(C)C)O)C)/C)/OC2=O)(C)C
InChI InChI=1S/C40H52O4/c1-28(16-12-17-29(2)21-23-40-38(7,8)26-33(41)27-39(40,9)44-40)14-10-11-15-30(3)24-34-25-32(36(42)43-34)19-20-35-31(4)18-13-22-37(35,5)6/h10-18,21-25,33,35,41H,19-20,26-27H2,1-9H3/b11-10+,16-12+,23-21+,28-14+,29-17+,30-15+,34-24-/t33-,35-,39+,40-/m0/s1
InChI Key ZKTIVYXHMCZVOI-FUZVIZNDSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C40H52O4
Molecular Weight 596.80 g/mol
Exact Mass 596.38656014 g/mol
Topological Polar Surface Area (TPSA) 59.10 Ų
XlogP 10.40
Atomic LogP (AlogP) 9.51
H-Bond Acceptor 4
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-[(1S)-2,6,6-trimethylcyclohexa-2,4-dien-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 + 0.9853 98.53%
Caco-2 - 0.8160 81.60%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6199 61.99%
OATP2B1 inhibitior + 0.5739 57.39%
OATP1B1 inhibitior + 0.8104 81.04%
OATP1B3 inhibitior + 0.9511 95.11%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9918 99.18%
P-glycoprotein inhibitior + 0.8247 82.47%
P-glycoprotein substrate + 0.6040 60.40%
CYP3A4 substrate + 0.7214 72.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8600 86.00%
CYP3A4 inhibition - 0.7523 75.23%
CYP2C9 inhibition - 0.8152 81.52%
CYP2C19 inhibition - 0.8557 85.57%
CYP2D6 inhibition - 0.9412 94.12%
CYP1A2 inhibition - 0.8105 81.05%
CYP2C8 inhibition + 0.6247 62.47%
CYP inhibitory promiscuity - 0.9286 92.86%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5251 52.51%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9144 91.44%
Skin irritation + 0.5084 50.84%
Skin corrosion - 0.8916 89.16%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7957 79.57%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.5639 56.39%
skin sensitisation - 0.6688 66.88%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.5731 57.31%
Acute Oral Toxicity (c) I 0.3523 35.23%
Estrogen receptor binding + 0.8550 85.50%
Androgen receptor binding + 0.7089 70.89%
Thyroid receptor binding + 0.7094 70.94%
Glucocorticoid receptor binding + 0.7867 78.67%
Aromatase binding - 0.4826 48.26%
PPAR gamma + 0.7485 74.85%
Honey bee toxicity - 0.6974 69.74%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9720 97.20%

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 98.09% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.22% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.09% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 95.56% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.79% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.05% 89.00%
CHEMBL230 P35354 Cyclooxygenase-2 87.59% 89.63%
CHEMBL1937 Q92769 Histone deacetylase 2 87.16% 94.75%
CHEMBL221 P23219 Cyclooxygenase-1 87.09% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.75% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 86.17% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.02% 86.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.63% 94.80%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.05% 100.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.80% 93.99%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.48% 82.69%
CHEMBL5805 Q9NR97 Toll-like receptor 8 81.25% 96.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.07% 97.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 80.95% 93.40%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.62% 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.
Tabernaemontana divaricata

Cross-Links

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PubChem 21773681
NPASS NPC200081
LOTUS LTS0165294
wikiData Q105378739