3,9-dihydroxy-1,4,4a,7-tetramethyl-4,5,8,9-tetrahydro-3H-benzo[7]annulen-2-one

Details

• Internal ID: a74b487d-ca54-4cdd-ad4f-a53ab54bb700
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 3,9-dihydroxy-1,4,4a,7-tetramethyl-4,5,8,9-tetrahydro-3H-benzo[7]annulen-2-one
• SMILES (Canonical): CC1C(C(=O)C(=C2C1(CC=C(CC2O)C)C)C)O
• SMILES (Isomeric): CC1C(C(=O)C(=C2C1(CC=C(CC2O)C)C)C)O
• InChI: InChI=1S/C15H22O3/c1-8-5-6-15(4)10(3)14(18)13(17)9(2)12(15)11(16)7-8/h5,10-11,14,16,18H,6-7H2,1-4H3
• InChI Key: STLDUPLKJSWMBL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 3
• 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	+	0.9963	99.63%
Caco-2	+	0.7295	72.95%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6867	68.67%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9296	92.96%
OATP1B3 inhibitior	+	0.9857	98.57%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8383	83.83%
P-glycoprotein inhibitior	-	0.9398	93.98%
P-glycoprotein substrate	-	0.8360	83.60%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.7025	70.25%
CYP2D6 substrate	-	0.8677	86.77%
CYP3A4 inhibition	-	0.7443	74.43%
CYP2C9 inhibition	-	0.8401	84.01%
CYP2C19 inhibition	-	0.8018	80.18%
CYP2D6 inhibition	-	0.9236	92.36%
CYP1A2 inhibition	-	0.7991	79.91%
CYP2C8 inhibition	-	0.9310	93.10%
CYP inhibitory promiscuity	-	0.9130	91.30%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9017	90.17%
Carcinogenicity (trinary)	Non-required	0.5422	54.22%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.8913	89.13%
Skin irritation	+	0.6085	60.85%
Skin corrosion	-	0.9407	94.07%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.7283	72.83%
skin sensitisation	-	0.5611	56.11%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6612	66.12%
Acute Oral Toxicity (c)	III	0.6696	66.96%
Estrogen receptor binding	-	0.8884	88.84%
Androgen receptor binding	-	0.6080	60.80%
Thyroid receptor binding	-	0.5497	54.97%
Glucocorticoid receptor binding	-	0.7416	74.16%
Aromatase binding	-	0.6407	64.07%
PPAR gamma	-	0.5962	59.62%
Honey bee toxicity	-	0.8635	86.35%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9804	98.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	93.02%	86.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.46%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.48%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.36%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.39%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.28%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.87%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.64%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.35%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.96%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73837523
• LOTUS: LTS0143343
• wikiData: Q105260349