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

Details

• Internal ID: f618a8b7-840c-4ae6-a000-8b05048837cd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3aR,4S,5E,9S,11aR)-4,9-dihydroxy-6-methyl-3,10-dimethylidene-4,7,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-2-one
• SMILES (Canonical): CC1=CC(C2C(CC(=C)C(CC1)O)OC(=O)C2=C)O
• SMILES (Isomeric): C/C/1=C\[C@@H]([C@@H]2[C@@H](CC(=C)[C@H](CC1)O)OC(=O)C2=C)O
• InChI: InChI=1S/C15H20O4/c1-8-4-5-11(16)9(2)7-13-14(12(17)6-8)10(3)15(18)19-13/h6,11-14,16-17H,2-5,7H2,1H3/b8-6+/t11-,12-,13+,14+/m0/s1
• InChI Key: KNEQPJSDSYNUHP-ZZJXAWDOSA-N
• Popularity: 0 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: 0.80
• 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	+	0.9881	98.81%
Caco-2	+	0.6655	66.55%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6126	61.26%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.9328	93.28%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	-	0.9650	96.50%
P-glycoprotein inhibitior	-	0.8937	89.37%
P-glycoprotein substrate	-	0.9121	91.21%
CYP3A4 substrate	+	0.5323	53.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	-	0.8421	84.21%
CYP2C9 inhibition	-	0.9205	92.05%
CYP2C19 inhibition	-	0.8186	81.86%
CYP2D6 inhibition	-	0.9243	92.43%
CYP1A2 inhibition	+	0.5349	53.49%
CYP2C8 inhibition	-	0.8850	88.50%
CYP inhibitory promiscuity	-	0.9379	93.79%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5818	58.18%
Eye corrosion	-	0.9662	96.62%
Eye irritation	-	0.6663	66.63%
Skin irritation	-	0.5581	55.81%
Skin corrosion	-	0.9141	91.41%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5823	58.23%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.7033	70.33%
skin sensitisation	-	0.7876	78.76%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.7530	75.30%
Acute Oral Toxicity (c)	III	0.3138	31.38%
Estrogen receptor binding	-	0.5544	55.44%
Androgen receptor binding	-	0.5262	52.62%
Thyroid receptor binding	-	0.5604	56.04%
Glucocorticoid receptor binding	+	0.6732	67.32%
Aromatase binding	-	0.6920	69.20%
PPAR gamma	-	0.5792	57.92%
Honey bee toxicity	-	0.8687	86.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9813	98.13%

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	93.70%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.63%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.01%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.64%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.46%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.87%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.26%	97.09%
CHEMBL2581	P07339	Cathepsin D	82.08%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.90%	93.03%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.85%	86.00%

Plants that contains it

• Tanacetum vulgare

Cross-Links

• PubChem: 14191258
• LOTUS: LTS0020959
• wikiData: Q105143377