(3aR,4aR,8aR,9aR)-6-hydroxy-5,8a-dimethyl-3-methylidene-4,4a,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one

Details

• Internal ID: 5aa77f49-5e00-4bc3-97bf-4eeef571d038
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (3aR,4aR,8aR,9aR)-6-hydroxy-5,8a-dimethyl-3-methylidene-4,4a,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C15H20O3/c1-8-10-6-11-9(2)12(16)4-5-15(11,3)7-13(10)18-14(8)17/h10-11,13,16H,1,4-7H2,2-3H3/t10-,11+,13-,15-/m1/s1
• InChI Key: PZQLQSNITGNRMK-NDPMZMCLSA-N
• Popularity: 2 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: 2.30
• Atomic LogP (AlogP): 3.13
• 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	+	0.8374	83.74%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7267	72.67%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	+	0.8545	85.45%
OATP1B3 inhibitior	+	0.8950	89.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6151	61.51%
BSEP inhibitior	-	0.9512	95.12%
P-glycoprotein inhibitior	-	0.8981	89.81%
P-glycoprotein substrate	-	0.8783	87.83%
CYP3A4 substrate	+	0.5921	59.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8785	87.85%
CYP3A4 inhibition	+	0.5580	55.80%
CYP2C9 inhibition	-	0.9229	92.29%
CYP2C19 inhibition	-	0.7078	70.78%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.6908	69.08%
CYP2C8 inhibition	-	0.7169	71.69%
CYP inhibitory promiscuity	-	0.9026	90.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5185	51.85%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.6132	61.32%
Skin irritation	+	0.5864	58.64%
Skin corrosion	-	0.9106	91.06%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5728	57.28%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6928	69.28%
skin sensitisation	-	0.6567	65.67%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.5420	54.20%
Acute Oral Toxicity (c)	III	0.5115	51.15%
Estrogen receptor binding	-	0.5251	52.51%
Androgen receptor binding	+	0.6037	60.37%
Thyroid receptor binding	-	0.5779	57.79%
Glucocorticoid receptor binding	-	0.4727	47.27%
Aromatase binding	-	0.6853	68.53%
PPAR gamma	-	0.5272	52.72%
Honey bee toxicity	-	0.8396	83.96%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9947	99.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.24%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.83%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.80%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.04%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.79%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	91.52%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.10%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.31%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.98%	95.50%
CHEMBL259	P32245	Melanocortin receptor 4	84.79%	95.38%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.45%	93.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.38%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.46%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.04%	92.94%

Plants that contains it

• Ondetia linearis

Cross-Links

• PubChem: 163105617
• LOTUS: LTS0138620
• wikiData: Q105217089