(3aR,4aR,5S,7S,9aR)-7-hydroxy-4a,5-dimethyl-3-methylidene-4,5,6,7,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one

Details

• Internal ID: 88af19a6-12f2-46ef-8e69-d0ce25902301
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3aR,4aR,5S,7S,9aR)-7-hydroxy-4a,5-dimethyl-3-methylidene-4,5,6,7,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C15H20O3/c1-8-4-11(16)5-10-6-13-12(7-15(8,10)3)9(2)14(17)18-13/h5,8,11-13,16H,2,4,6-7H2,1,3H3/t8-,11-,12+,13+,15+/m0/s1
• InChI Key: JQRIARDKEQLWOF-NOHWDTOCSA-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: 2.10
• Atomic LogP (AlogP): 2.21
• 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	+	0.9965	99.65%
Caco-2	+	0.7543	75.43%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6222	62.22%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.8664	86.64%
OATP1B3 inhibitior	+	0.9503	95.03%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9474	94.74%
P-glycoprotein inhibitior	-	0.8707	87.07%
P-glycoprotein substrate	-	0.8004	80.04%
CYP3A4 substrate	+	0.5940	59.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8379	83.79%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.9158	91.58%
CYP2C19 inhibition	-	0.7564	75.64%
CYP2D6 inhibition	-	0.9430	94.30%
CYP1A2 inhibition	-	0.6493	64.93%
CYP2C8 inhibition	-	0.6953	69.53%
CYP inhibitory promiscuity	-	0.8489	84.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4667	46.67%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9197	91.97%
Skin irritation	+	0.5618	56.18%
Skin corrosion	-	0.9146	91.46%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6001	60.01%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.7417	74.17%
skin sensitisation	-	0.6388	63.88%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.5584	55.84%
Acute Oral Toxicity (c)	III	0.5844	58.44%
Estrogen receptor binding	-	0.4912	49.12%
Androgen receptor binding	-	0.5919	59.19%
Thyroid receptor binding	-	0.6429	64.29%
Glucocorticoid receptor binding	+	0.5832	58.32%
Aromatase binding	+	0.5615	56.15%
PPAR gamma	-	0.6797	67.97%
Honey bee toxicity	-	0.7166	71.66%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9964	99.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.72%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.84%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.72%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.09%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.13%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.69%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.98%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.85%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.79%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.06%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.95%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.92%	94.80%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.83%	92.94%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.66%	93.03%
CHEMBL1902	P62942	FK506-binding protein 1A	80.60%	97.05%

Plants that contains it

• Stevia achalensis

Cross-Links

• PubChem: 163006579
• LOTUS: LTS0230601
• wikiData: Q105133625