4-hydroxy-7,9a-dimethyl-6-methylidene-4,5,5a,7,8,9-hexahydro-3H-benzo[g][2]benzofuran-1-one

Details

• Internal ID: 974baab3-aef5-403f-9ee4-9e27d6610d26
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 4-hydroxy-7,9a-dimethyl-6-methylidene-4,5,5a,7,8,9-hexahydro-3H-benzo[g][2]benzofuran-1-one
• SMILES (Canonical): CC1CCC2(C(C1=C)CC(C3=C2C(=O)OC3)O)C
• SMILES (Isomeric): CC1CCC2(C(C1=C)CC(C3=C2C(=O)OC3)O)C
• InChI: InChI=1S/C15H20O3/c1-8-4-5-15(3)11(9(8)2)6-12(16)10-7-18-14(17)13(10)15/h8,11-12,16H,2,4-7H2,1,3H3
• InChI Key: YIADAXTULGQCOZ-UHFFFAOYSA-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: 1.60
• 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	+	1.0000	100.00%
Caco-2	+	0.7042	70.42%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7561	75.61%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.9076	90.76%
OATP1B3 inhibitior	+	0.9625	96.25%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.6549	65.49%
BSEP inhibitior	-	0.8350	83.50%
P-glycoprotein inhibitior	-	0.9289	92.89%
P-glycoprotein substrate	-	0.8437	84.37%
CYP3A4 substrate	+	0.6160	61.60%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.6535	65.35%
CYP2C9 inhibition	-	0.8615	86.15%
CYP2C19 inhibition	-	0.8542	85.42%
CYP2D6 inhibition	-	0.9400	94.00%
CYP1A2 inhibition	-	0.7387	73.87%
CYP2C8 inhibition	-	0.8988	89.88%
CYP inhibitory promiscuity	-	0.9422	94.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4993	49.93%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.5066	50.66%
Skin irritation	+	0.4930	49.30%
Skin corrosion	-	0.9284	92.84%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5988	59.88%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6638	66.38%
skin sensitisation	-	0.7876	78.76%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5409	54.09%
Acute Oral Toxicity (c)	IV	0.4079	40.79%
Estrogen receptor binding	-	0.8035	80.35%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5681	56.81%
Glucocorticoid receptor binding	+	0.6677	66.77%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6825	68.25%
Honey bee toxicity	-	0.8267	82.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9930	99.30%

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	92.38%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.70%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.28%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.11%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.26%	97.25%
CHEMBL2581	P07339	Cathepsin D	85.64%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.69%	89.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.78%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.55%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.62%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	81.47%	90.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.29%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.75%	86.33%

Plants that contains it

• Warburgia ugandensis

Cross-Links

• PubChem: 72993517
• LOTUS: LTS0269546
• wikiData: Q105348701