9-Hydroxy-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one

Details

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Internal ID 1b8987c5-1739-44c2-914d-9e31c0b7385f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name 9-hydroxy-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one
SMILES (Canonical) CC1=CCC(C(=CC2C(CC1)C(=C)C(=O)O2)C)O
SMILES (Isomeric) CC1=CCC(C(=CC2C(CC1)C(=C)C(=O)O2)C)O
InChI InChI=1S/C15H20O3/c1-9-4-6-12-11(3)15(17)18-14(12)8-10(2)13(16)7-5-9/h5,8,12-14,16H,3-4,6-7H2,1-2H3
InChI Key XQVSREKNQZKAKU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H20O3
Molecular Weight 248.32 g/mol
Exact Mass 248.14124450 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 1.00
Atomic LogP (AlogP) 2.52
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 9-Hydroxy-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]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 + 0.9965 99.65%
Caco-2 + 0.8712 87.12%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.5269 52.69%
OATP2B1 inhibitior - 0.8575 85.75%
OATP1B1 inhibitior + 0.9321 93.21%
OATP1B3 inhibitior + 0.9372 93.72%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior - 0.9438 94.38%
P-glycoprotein inhibitior - 0.8881 88.81%
P-glycoprotein substrate - 0.9038 90.38%
CYP3A4 substrate + 0.5318 53.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8285 82.85%
CYP3A4 inhibition - 0.7217 72.17%
CYP2C9 inhibition - 0.9565 95.65%
CYP2C19 inhibition - 0.8743 87.43%
CYP2D6 inhibition - 0.9325 93.25%
CYP1A2 inhibition + 0.5390 53.90%
CYP2C8 inhibition - 0.8070 80.70%
CYP inhibitory promiscuity - 0.9518 95.18%
UGT catelyzed + 0.5362 53.62%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6298 62.98%
Eye corrosion - 0.9357 93.57%
Eye irritation - 0.6787 67.87%
Skin irritation - 0.5372 53.72%
Skin corrosion - 0.9281 92.81%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7697 76.97%
Micronuclear - 0.8700 87.00%
Hepatotoxicity + 0.8000 80.00%
skin sensitisation - 0.5489 54.89%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.4636 46.36%
Acute Oral Toxicity (c) III 0.5210 52.10%
Estrogen receptor binding - 0.6451 64.51%
Androgen receptor binding - 0.6069 60.69%
Thyroid receptor binding - 0.6692 66.92%
Glucocorticoid receptor binding + 0.6783 67.83%
Aromatase binding - 0.7759 77.59%
PPAR gamma - 0.5924 59.24%
Honey bee toxicity - 0.8891 88.91%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9757 97.57%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.51% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.44% 91.11%
CHEMBL2581 P07339 Cathepsin D 88.08% 98.95%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.72% 93.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.90% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.35% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.88% 97.09%

Plants that contains it

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Cross-Links

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PubChem 281981
LOTUS LTS0192274
wikiData Q105340119