3-[4,7-Dimethyl-3-(3-methylbutanoyl)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl]-4-hydroxy-5-methylchromen-2-one

Details

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Internal ID e48c72d1-ce6d-44ec-8f39-e1b133fa945c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name 3-[4,7-dimethyl-3-(3-methylbutanoyl)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl]-4-hydroxy-5-methylchromen-2-one
SMILES (Canonical) CC1CCC2C1C(OC(=C2C)C(=O)CC(C)C)C3=C(C4=C(C=CC=C4OC3=O)C)O
SMILES (Isomeric) CC1CCC2C1C(OC(=C2C)C(=O)CC(C)C)C3=C(C4=C(C=CC=C4OC3=O)C)O
InChI InChI=1S/C25H30O5/c1-12(2)11-17(26)23-15(5)16-10-9-14(4)19(16)24(30-23)21-22(27)20-13(3)7-6-8-18(20)29-25(21)28/h6-8,12,14,16,19,24,27H,9-11H2,1-5H3
InChI Key UWXRCMAVCNSARG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H30O5
Molecular Weight 410.50 g/mol
Exact Mass 410.20932405 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 4.80
Atomic LogP (AlogP) 5.43
H-Bond Acceptor 5
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 3-[4,7-Dimethyl-3-(3-methylbutanoyl)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl]-4-hydroxy-5-methylchromen-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 + 0.9811 98.11%
Caco-2 + 0.7971 79.71%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7684 76.84%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8360 83.60%
OATP1B3 inhibitior + 0.8073 80.73%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8795 87.95%
P-glycoprotein inhibitior + 0.7353 73.53%
P-glycoprotein substrate + 0.6027 60.27%
CYP3A4 substrate + 0.6083 60.83%
CYP2C9 substrate + 0.8580 85.80%
CYP2D6 substrate - 0.8707 87.07%
CYP3A4 inhibition - 0.7900 79.00%
CYP2C9 inhibition + 0.5643 56.43%
CYP2C19 inhibition - 0.6627 66.27%
CYP2D6 inhibition - 0.8901 89.01%
CYP1A2 inhibition - 0.5813 58.13%
CYP2C8 inhibition + 0.4499 44.99%
CYP inhibitory promiscuity - 0.6750 67.50%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5670 56.70%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.8568 85.68%
Skin irritation - 0.7079 70.79%
Skin corrosion - 0.9153 91.53%
Ames mutagenesis - 0.5698 56.98%
Human Ether-a-go-go-Related Gene inhibition - 0.5111 51.11%
Micronuclear - 0.7100 71.00%
Hepatotoxicity + 0.6625 66.25%
skin sensitisation - 0.7765 77.65%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.9101 91.01%
Acute Oral Toxicity (c) III 0.3674 36.74%
Estrogen receptor binding + 0.6831 68.31%
Androgen receptor binding + 0.7239 72.39%
Thyroid receptor binding + 0.5278 52.78%
Glucocorticoid receptor binding + 0.7991 79.91%
Aromatase binding - 0.5403 54.03%
PPAR gamma + 0.7869 78.69%
Honey bee toxicity - 0.9073 90.73%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9945 99.45%

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
CHEMBL2581 P07339 Cathepsin D 98.39% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.14% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.24% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.48% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.19% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.78% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.04% 97.25%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.63% 94.80%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.45% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.44% 86.33%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 83.89% 93.65%
CHEMBL3401 O75469 Pregnane X receptor 83.38% 94.73%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 82.70% 83.10%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.62% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.45% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.00% 99.15%

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.
Lycoseris triplinervia
Plazia daphnoides

Cross-Links

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PubChem 162861761
LOTUS LTS0196080
wikiData Q105280609