4-hydroxy-3,6,10-trimethyl-3a,4,7,8,11,11a-hexahydro-3H-cyclodeca[b]furan-2-one

Details

• Internal ID: 2d57f6b4-8c28-46e6-96be-5ce0e889bac4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 4-hydroxy-3,6,10-trimethyl-3a,4,7,8,11,11a-hexahydro-3H-cyclodeca[b]furan-2-one
• SMILES (Canonical): CC1C2C(CC(=CCCC(=CC2O)C)C)OC1=O
• SMILES (Isomeric): CC1C2C(CC(=CCCC(=CC2O)C)C)OC1=O
• InChI: InChI=1S/C15H22O3/c1-9-5-4-6-10(2)8-13-14(12(16)7-9)11(3)15(17)18-13/h6-7,11-14,16H,4-5,8H2,1-3H3
• InChI Key: AFDPKUTUPAAEAI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.8631	86.31%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5135	51.35%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9529	95.29%
OATP1B3 inhibitior	+	0.9542	95.42%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8446	84.46%
P-glycoprotein inhibitior	-	0.9261	92.61%
P-glycoprotein substrate	-	0.9248	92.48%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8313	83.13%
CYP3A4 inhibition	-	0.7395	73.95%
CYP2C9 inhibition	-	0.9030	90.30%
CYP2C19 inhibition	-	0.7833	78.33%
CYP2D6 inhibition	-	0.9526	95.26%
CYP1A2 inhibition	+	0.7839	78.39%
CYP2C8 inhibition	-	0.9292	92.92%
CYP inhibitory promiscuity	-	0.9158	91.58%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5577	55.77%
Eye corrosion	-	0.9587	95.87%
Eye irritation	-	0.8664	86.64%
Skin irritation	+	0.5943	59.43%
Skin corrosion	-	0.9271	92.71%
Ames mutagenesis	-	0.5737	57.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5829	58.29%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7030	70.30%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.8238	82.38%
Acute Oral Toxicity (c)	II	0.3772	37.72%
Estrogen receptor binding	-	0.7884	78.84%
Androgen receptor binding	-	0.6386	63.86%
Thyroid receptor binding	-	0.6691	66.91%
Glucocorticoid receptor binding	-	0.6208	62.08%
Aromatase binding	-	0.8519	85.19%
PPAR gamma	-	0.6268	62.68%
Honey bee toxicity	-	0.8766	87.66%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9679	96.79%

Targets

Proven Targets:

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	93.04%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.64%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.27%	97.25%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	88.83%	86.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.09%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.14%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.00%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.83%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.38%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.81%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.73%	90.71%

Plants that contains it

• Laurus nobilis
• Ursinia sericea

Cross-Links

• PubChem: 163097728
• LOTUS: LTS0184650
• wikiData: Q104911032