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

Details

• Internal ID: 30153e7a-5412-4505-881a-7ad78ffe609b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3aS,7R,8S,10E,11aR)-7,8-dihydroxy-10-methyl-3,6-dimethylidene-4,5,7,8,9,11a-hexahydro-3aH-cyclodeca[b]furan-2-one
• InChI: InChI=1S/C15H20O4/c1-8-6-12(16)14(17)9(2)4-5-11-10(3)15(18)19-13(11)7-8/h7,11-14,16-17H,2-6H2,1H3/b8-7+/t11-,12-,13+,14+/m0/s1
• InChI Key: JRYNTQNUYYMUED-YPCZFHFISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9570	95.70%
Caco-2	+	0.5262	52.62%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6680	66.80%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.8768	87.68%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	-	0.9708	97.08%
P-glycoprotein inhibitior	-	0.8695	86.95%
P-glycoprotein substrate	-	0.8723	87.23%
CYP3A4 substrate	+	0.5372	53.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8344	83.44%
CYP3A4 inhibition	-	0.9243	92.43%
CYP2C9 inhibition	-	0.8881	88.81%
CYP2C19 inhibition	-	0.7703	77.03%
CYP2D6 inhibition	-	0.9029	90.29%
CYP1A2 inhibition	-	0.6299	62.99%
CYP2C8 inhibition	-	0.8345	83.45%
CYP inhibitory promiscuity	-	0.9605	96.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5701	57.01%
Eye corrosion	-	0.9618	96.18%
Eye irritation	-	0.6488	64.88%
Skin irritation	-	0.6371	63.71%
Skin corrosion	-	0.8853	88.53%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4850	48.50%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.7701	77.01%
skin sensitisation	-	0.7413	74.13%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5782	57.82%
Acute Oral Toxicity (c)	III	0.3895	38.95%
Estrogen receptor binding	+	0.5540	55.40%
Androgen receptor binding	-	0.5894	58.94%
Thyroid receptor binding	-	0.5992	59.92%
Glucocorticoid receptor binding	+	0.5900	59.00%
Aromatase binding	-	0.7060	70.60%
PPAR gamma	-	0.6412	64.12%
Honey bee toxicity	-	0.8701	87.01%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9095	90.95%

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	92.60%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.38%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.23%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.12%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.92%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.64%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.03%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.85%	99.23%
CHEMBL1902	P62942	FK506-binding protein 1A	81.86%	97.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.58%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.86%	95.89%

Plants that contains it

• Artemisia verlotiorum

Cross-Links

• PubChem: 163089938
• LOTUS: LTS0261995
• wikiData: Q105134205