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[3-Ethenyl-1-hydroxy-3,4a,7,7,10a-pentamethyl-10-(2-methylbut-2-enoyloxy)-5-oxo-1,2,6,6a,8,9,10,10b-octahydrobenzo[f]chromen-8-yl] 2,3-dimethyloxirane-2-carboxylate

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 ac00cd3e-5155-4d16-a1af-58228a0bdf2f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [3-ethenyl-1-hydroxy-3,4a,7,7,10a-pentamethyl-10-(2-methylbut-2-enoyloxy)-5-oxo-1,2,6,6a,8,9,10,10b-octahydrobenzo[f]chromen-8-yl] 2,3-dimethyloxirane-2-carboxylate
SMILES (Canonical) CC=C(C)C(=O)OC1CC(C(C2C1(C3C(CC(OC3(C(=O)C2)C)(C)C=C)O)C)(C)C)OC(=O)C4(C(O4)C)C
SMILES (Isomeric) CC=C(C)C(=O)OC1CC(C(C2C1(C3C(CC(OC3(C(=O)C2)C)(C)C=C)O)C)(C)C)OC(=O)C4(C(O4)C)C
InChI InChI=1S/C30H44O8/c1-11-16(3)24(33)35-22-14-21(36-25(34)29(9)17(4)37-29)26(5,6)19-13-20(32)30(10)23(28(19,22)8)18(31)15-27(7,12-2)38-30/h11-12,17-19,21-23,31H,2,13-15H2,1,3-10H3
InChI Key MAMRCICAQFISBT-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O8
Molecular Weight 532.70 g/mol
Exact Mass 532.30361836 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.08
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3-Ethenyl-1-hydroxy-3,4a,7,7,10a-pentamethyl-10-(2-methylbut-2-enoyloxy)-5-oxo-1,2,6,6a,8,9,10,10b-octahydrobenzo[f]chromen-8-yl] 2,3-dimethyloxirane-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9773 97.73%
Caco-2 - 0.7231 72.31%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6387 63.87%
OATP2B1 inhibitior - 0.8597 85.97%
OATP1B1 inhibitior + 0.8634 86.34%
OATP1B3 inhibitior + 0.8840 88.40%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9502 95.02%
P-glycoprotein inhibitior + 0.7305 73.05%
P-glycoprotein substrate + 0.5393 53.93%
CYP3A4 substrate + 0.6970 69.70%
CYP2C9 substrate - 0.8007 80.07%
CYP2D6 substrate - 0.8953 89.53%
CYP3A4 inhibition + 0.6058 60.58%
CYP2C9 inhibition - 0.8923 89.23%
CYP2C19 inhibition - 0.8538 85.38%
CYP2D6 inhibition - 0.9367 93.67%
CYP1A2 inhibition - 0.8616 86.16%
CYP2C8 inhibition + 0.4941 49.41%
CYP inhibitory promiscuity - 0.9639 96.39%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6097 60.97%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9081 90.81%
Skin irritation - 0.5864 58.64%
Skin corrosion - 0.9191 91.91%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4687 46.87%
Micronuclear - 0.5500 55.00%
Hepatotoxicity - 0.5592 55.92%
skin sensitisation - 0.6462 64.62%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.7444 74.44%
Acute Oral Toxicity (c) III 0.4920 49.20%
Estrogen receptor binding + 0.7883 78.83%
Androgen receptor binding + 0.6765 67.65%
Thyroid receptor binding + 0.6340 63.40%
Glucocorticoid receptor binding + 0.7472 74.72%
Aromatase binding + 0.7237 72.37%
PPAR gamma + 0.6669 66.69%
Honey bee toxicity - 0.6308 63.08%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9820 98.20%

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 97.88% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.90% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 91.76% 91.19%
CHEMBL325 Q13547 Histone deacetylase 1 91.48% 95.92%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 90.73% 85.30%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.20% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.87% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.85% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.05% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.28% 91.07%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.45% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.22% 95.56%
CHEMBL2581 P07339 Cathepsin D 85.09% 98.95%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 84.23% 85.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.65% 94.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.57% 95.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.13% 97.14%
CHEMBL5408 Q9UHD2 Serine/threonine-protein kinase TBK1 82.86% 90.48%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.70% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.81% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.39% 96.95%

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.
Helichrysum ambiguum

Cross-Links

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PubChem 162887560
LOTUS LTS0006098
wikiData Q105160427