5-hydroxy-10-methyl-3,6-dimethylidene-4,5,7,8,11,11a-hexahydro-3aH-cyclodeca[b]furan-2-one

Details

• Internal ID: 6b1717a6-9bfb-477b-813d-6de32e635e2e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 5-hydroxy-10-methyl-3,6-dimethylidene-4,5,7,8,11,11a-hexahydro-3aH-cyclodeca[b]furan-2-one
• SMILES (Canonical): CC1=CCCC(=C)C(CC2C(C1)OC(=O)C2=C)O
• SMILES (Isomeric): CC1=CCCC(=C)C(CC2C(C1)OC(=O)C2=C)O
• InChI: InChI=1S/C15H20O3/c1-9-5-4-6-10(2)13(16)8-12-11(3)15(17)18-14(12)7-9/h5,12-14,16H,2-4,6-8H2,1H3
• InChI Key: KOZHGHBBKHOGEC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.52
• 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	+	0.9955	99.55%
Caco-2	+	0.6793	67.93%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6186	61.86%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9345	93.45%
OATP1B3 inhibitior	+	0.9287	92.87%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9207	92.07%
P-glycoprotein inhibitior	-	0.9071	90.71%
P-glycoprotein substrate	-	0.9396	93.96%
CYP3A4 substrate	+	0.5169	51.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	-	0.8033	80.33%
CYP2C9 inhibition	-	0.9223	92.23%
CYP2C19 inhibition	-	0.7280	72.80%
CYP2D6 inhibition	-	0.9449	94.49%
CYP1A2 inhibition	+	0.6070	60.70%
CYP2C8 inhibition	-	0.7419	74.19%
CYP inhibitory promiscuity	-	0.9432	94.32%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5799	57.99%
Eye corrosion	-	0.9562	95.62%
Eye irritation	-	0.8069	80.69%
Skin irritation	+	0.5332	53.32%
Skin corrosion	-	0.8981	89.81%
Ames mutagenesis	-	0.5691	56.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.3736	37.36%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.6503	65.03%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6678	66.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7577	75.77%
Acute Oral Toxicity (c)	III	0.4530	45.30%
Estrogen receptor binding	+	0.6263	62.63%
Androgen receptor binding	-	0.5376	53.76%
Thyroid receptor binding	-	0.6084	60.84%
Glucocorticoid receptor binding	+	0.7914	79.14%
Aromatase binding	-	0.6768	67.68%
PPAR gamma	-	0.6028	60.28%
Honey bee toxicity	-	0.8474	84.74%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9810	98.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.29%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.49%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.43%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.28%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.89%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.51%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.41%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.02%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.31%	93.03%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.83%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.41%	100.00%

Plants that contains it

• Calea szyszylowiczii
• Inula helenium

Cross-Links

• PubChem: 76514578
• LOTUS: LTS0042717
• wikiData: Q105144064