(3aR,7R,10E,11aR)-7-hydroxy-10-methyl-3,6-dimethylidene-4,5,7,8,9,11a-hexahydro-3aH-cyclodeca[b]furan-2-one

Details

• Internal ID: 69055945-0457-4877-9d33-a4e9bf0c6e98
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3aR,7R,10E,11aR)-7-hydroxy-10-methyl-3,6-dimethylidene-4,5,7,8,9,11a-hexahydro-3aH-cyclodeca[b]furan-2-one
• SMILES (Canonical): CC1=CC2C(CCC(=C)C(CC1)O)C(=C)C(=O)O2
• SMILES (Isomeric): C/C/1=C\[C@@H]2[C@H](CCC(=C)[C@@H](CC1)O)C(=C)C(=O)O2
• InChI: InChI=1S/C15H20O3/c1-9-4-7-13(16)10(2)5-6-12-11(3)15(17)18-14(12)8-9/h8,12-14,16H,2-7H2,1H3/b9-8+/t12-,13-,14-/m1/s1
• InChI Key: JNHKVMWTQCZYHK-FGBBUQKBSA-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: 1.00
• 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	+	0.9963	99.63%
Caco-2	+	0.7249	72.49%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6246	62.46%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9325	93.25%
OATP1B3 inhibitior	+	0.9384	93.84%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9623	96.23%
P-glycoprotein inhibitior	-	0.8887	88.87%
P-glycoprotein substrate	-	0.9024	90.24%
CYP3A4 substrate	+	0.5492	54.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	-	0.8659	86.59%
CYP2C9 inhibition	-	0.9229	92.29%
CYP2C19 inhibition	-	0.7438	74.38%
CYP2D6 inhibition	-	0.9362	93.62%
CYP1A2 inhibition	+	0.5328	53.28%
CYP2C8 inhibition	-	0.8584	85.84%
CYP inhibitory promiscuity	-	0.9416	94.16%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5931	59.31%
Eye corrosion	-	0.9362	93.62%
Eye irritation	-	0.5897	58.97%
Skin irritation	-	0.5271	52.71%
Skin corrosion	-	0.9022	90.22%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5286	52.86%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.8250	82.50%
skin sensitisation	-	0.6387	63.87%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5128	51.28%
Acute Oral Toxicity (c)	III	0.4578	45.78%
Estrogen receptor binding	+	0.5336	53.36%
Androgen receptor binding	-	0.5332	53.32%
Thyroid receptor binding	-	0.6286	62.86%
Glucocorticoid receptor binding	+	0.6609	66.09%
Aromatase binding	-	0.7419	74.19%
PPAR gamma	-	0.5834	58.34%
Honey bee toxicity	-	0.9058	90.58%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9782	97.82%

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	92.51%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.54%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.66%	93.03%
CHEMBL2581	P07339	Cathepsin D	86.39%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.46%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.64%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.97%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.06%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.32%	95.89%

Plants that contains it

• Artemisia lerchiana

Cross-Links

• PubChem: 162956263
• LOTUS: LTS0033308
• wikiData: Q105131905