6-Hydroxy-7,9b-dimethyl-3,3a,5a,6,7,8,9,9a-octahydrobenzo[g][2]benzofuran-1-one

Details

• Internal ID: 5ca426fa-c1c3-408d-88c3-92cc6550fddc
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 6-hydroxy-7,9b-dimethyl-3,3a,5a,6,7,8,9,9a-octahydrobenzo[g][2]benzofuran-1-one
• SMILES (Canonical): CC1CCC2C(C1O)C=CC3C2(C(=O)OC3)C
• SMILES (Isomeric): CC1CCC2C(C1O)C=CC3C2(C(=O)OC3)C
• InChI: InChI=1S/C14H20O3/c1-8-3-6-11-10(12(8)15)5-4-9-7-17-13(16)14(9,11)2/h4-5,8-12,15H,3,6-7H2,1-2H3
• InChI Key: QDXTYHGLUXVBDR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₃
• Molecular Weight: 236.31 g/mol
• Exact Mass: 236.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.76
• 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	+	0.9950	99.50%
Caco-2	+	0.6636	66.36%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7434	74.34%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.9223	92.23%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5148	51.48%
BSEP inhibitior	-	0.8691	86.91%
P-glycoprotein inhibitior	-	0.9631	96.31%
P-glycoprotein substrate	-	0.8488	84.88%
CYP3A4 substrate	+	0.6073	60.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8019	80.19%
CYP3A4 inhibition	-	0.6827	68.27%
CYP2C9 inhibition	-	0.7912	79.12%
CYP2C19 inhibition	-	0.7823	78.23%
CYP2D6 inhibition	-	0.9292	92.92%
CYP1A2 inhibition	-	0.6532	65.32%
CYP2C8 inhibition	-	0.8856	88.56%
CYP inhibitory promiscuity	-	0.8530	85.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5457	54.57%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.9647	96.47%
Skin irritation	-	0.5834	58.34%
Skin corrosion	-	0.8962	89.62%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7393	73.93%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6677	66.77%
skin sensitisation	-	0.7547	75.47%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5107	51.07%
Acute Oral Toxicity (c)	III	0.5385	53.85%
Estrogen receptor binding	-	0.7738	77.38%
Androgen receptor binding	-	0.5957	59.57%
Thyroid receptor binding	-	0.5676	56.76%
Glucocorticoid receptor binding	-	0.5451	54.51%
Aromatase binding	-	0.7680	76.80%
PPAR gamma	-	0.7212	72.12%
Honey bee toxicity	-	0.8798	87.98%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5917	59.17%
Fish aquatic toxicity	+	0.9856	98.56%

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	94.15%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.16%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.71%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.86%	94.80%
CHEMBL2581	P07339	Cathepsin D	88.68%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.57%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.39%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.84%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.23%	89.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.58%	86.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162950062
• LOTUS: LTS0228367
• wikiData: Q104195715