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

Details

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Internal ID 0a1ec664-733a-462b-9df6-4d4dff9b2d95
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3-ethenyl-1,8-dihydroxy-3,4a,7,7,10a-pentamethyl-5-oxo-1,2,6,6a,8,9,10,10b-octahydrobenzo[f]chromen-10-yl) 2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CC(C(C2C1(C3C(CC(OC3(C(=O)C2)C)(C)C=C)O)C)(C)C)O
SMILES (Isomeric) CC=C(C)C(=O)OC1CC(C(C2C1(C3C(CC(OC3(C(=O)C2)C)(C)C=C)O)C)(C)C)O
InChI InChI=1S/C25H38O6/c1-9-14(3)21(29)30-19-12-17(27)22(4,5)16-11-18(28)25(8)20(24(16,19)7)15(26)13-23(6,10-2)31-25/h9-10,15-17,19-20,26-27H,2,11-13H2,1,3-8H3
InChI Key AHELPUDACOAQRP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H38O6
Molecular Weight 434.60 g/mol
Exact Mass 434.26683893 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.35
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3-Ethenyl-1,8-dihydroxy-3,4a,7,7,10a-pentamethyl-5-oxo-1,2,6,6a,8,9,10,10b-octahydrobenzo[f]chromen-10-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 + 0.9629 96.29%
Caco-2 - 0.5591 55.91%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6471 64.71%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8738 87.38%
OATP1B3 inhibitior + 0.8976 89.76%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8366 83.66%
P-glycoprotein inhibitior - 0.5199 51.99%
P-glycoprotein substrate - 0.6593 65.93%
CYP3A4 substrate + 0.6777 67.77%
CYP2C9 substrate - 0.7898 78.98%
CYP2D6 substrate - 0.8996 89.96%
CYP3A4 inhibition - 0.6211 62.11%
CYP2C9 inhibition - 0.8947 89.47%
CYP2C19 inhibition - 0.8292 82.92%
CYP2D6 inhibition - 0.9276 92.76%
CYP1A2 inhibition - 0.8220 82.20%
CYP2C8 inhibition - 0.6218 62.18%
CYP inhibitory promiscuity - 0.9309 93.09%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6149 61.49%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9339 93.39%
Skin irritation - 0.5251 52.51%
Skin corrosion - 0.9249 92.49%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6778 67.78%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.5592 55.92%
skin sensitisation - 0.6788 67.88%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.8318 83.18%
Acute Oral Toxicity (c) III 0.4530 45.30%
Estrogen receptor binding + 0.8563 85.63%
Androgen receptor binding + 0.6195 61.95%
Thyroid receptor binding + 0.6781 67.81%
Glucocorticoid receptor binding + 0.7740 77.40%
Aromatase binding + 0.8120 81.20%
PPAR gamma + 0.5969 59.69%
Honey bee toxicity - 0.6018 60.18%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9872 98.72%

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 96.31% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.07% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 89.62% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.39% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.49% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.01% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.89% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.01% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.42% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.56% 91.07%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.20% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.13% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.75% 96.95%
CHEMBL1937 Q92769 Histone deacetylase 2 80.34% 94.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.13% 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.
Helichrysum ambiguum

Cross-Links

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PubChem 163072485
LOTUS LTS0221542
wikiData Q104912207