(10-Acetyloxy-3-ethenyl-1-hydroxy-3,4a,7,7,10a-pentamethyl-5-oxo-1,2,6,6a,8,9,10,10b-octahydrobenzo[f]chromen-8-yl) 2-methylbut-2-enoate

Details

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Internal ID 7badbac1-31f1-43c2-92ca-d5af9e6aa1ce
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (10-acetyloxy-3-ethenyl-1-hydroxy-3,4a,7,7,10a-pentamethyl-5-oxo-1,2,6,6a,8,9,10,10b-octahydrobenzo[f]chromen-8-yl) 2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CC(C2(C(C1(C)C)CC(=O)C3(C2C(CC(O3)(C)C=C)O)C)C)OC(=O)C
SMILES (Isomeric) CC=C(C)C(=O)OC1CC(C2(C(C1(C)C)CC(=O)C3(C2C(CC(O3)(C)C=C)O)C)C)OC(=O)C
InChI InChI=1S/C27H40O7/c1-10-15(3)23(31)33-20-13-21(32-16(4)28)26(8)18(24(20,5)6)12-19(30)27(9)22(26)17(29)14-25(7,11-2)34-27/h10-11,17-18,20-22,29H,2,12-14H2,1,3-9H3
InChI Key LXCIVWVXYCPNGJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H40O7
Molecular Weight 476.60 g/mol
Exact Mass 476.27740361 g/mol
Topological Polar Surface Area (TPSA) 99.10 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.92
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9826 98.26%
Caco-2 - 0.6172 61.72%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6304 63.04%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior + 0.8717 87.17%
OATP1B3 inhibitior + 0.8810 88.10%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9414 94.14%
P-glycoprotein inhibitior + 0.6626 66.26%
P-glycoprotein substrate - 0.6233 62.33%
CYP3A4 substrate + 0.6822 68.22%
CYP2C9 substrate - 0.7898 78.98%
CYP2D6 substrate - 0.8996 89.96%
CYP3A4 inhibition - 0.5388 53.88%
CYP2C9 inhibition - 0.9013 90.13%
CYP2C19 inhibition - 0.8257 82.57%
CYP2D6 inhibition - 0.9432 94.32%
CYP1A2 inhibition - 0.8375 83.75%
CYP2C8 inhibition + 0.4508 45.08%
CYP inhibitory promiscuity - 0.9624 96.24%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6374 63.74%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9178 91.78%
Skin irritation - 0.5356 53.56%
Skin corrosion - 0.9271 92.71%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7348 73.48%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.5842 58.42%
skin sensitisation - 0.6201 62.01%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.8541 85.41%
Acute Oral Toxicity (c) III 0.5473 54.73%
Estrogen receptor binding + 0.8481 84.81%
Androgen receptor binding + 0.6279 62.79%
Thyroid receptor binding + 0.6481 64.81%
Glucocorticoid receptor binding + 0.7330 73.30%
Aromatase binding + 0.7448 74.48%
PPAR gamma + 0.6632 66.32%
Honey bee toxicity - 0.6109 61.09%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9853 98.53%

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 97.43% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 90.60% 91.19%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.72% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.71% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.48% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.01% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.54% 92.94%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 86.35% 85.30%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.48% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.22% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.95% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.53% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.44% 94.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.38% 96.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.33% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.18% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.62% 95.50%
CHEMBL5408 Q9UHD2 Serine/threonine-protein kinase TBK1 80.45% 90.48%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.31% 92.62%

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 162944731
LOTUS LTS0218724
wikiData Q105158771