6-hydroxy-3,5a-dimethyl-3a,4,5,6,7,8,9a,9b-octahydro-3H-benzo[g][1]benzofuran-2,9-dione

Details

• Internal ID: 20e4890e-56e9-4dbf-8fa6-0dd27035f599
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 6-hydroxy-3,5a-dimethyl-3a,4,5,6,7,8,9a,9b-octahydro-3H-benzo[g][1]benzofuran-2,9-dione
• SMILES (Canonical): CC1C2CCC3(C(CCC(=O)C3C2OC1=O)O)C
• SMILES (Isomeric): CC1C2CCC3(C(CCC(=O)C3C2OC1=O)O)C
• InChI: InChI=1S/C14H20O4/c1-7-8-5-6-14(2)10(16)4-3-9(15)11(14)12(8)18-13(7)17/h7-8,10-12,16H,3-6H2,1-2H3
• InChI Key: AOEDWRCLPWZDGO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31 g/mol
• Exact Mass: 252.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.30
• H-Bond Acceptor: 4
• 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	+	0.9837	98.37%
Caco-2	+	0.6712	67.12%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7545	75.45%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.9237	92.37%
OATP1B3 inhibitior	+	0.9139	91.39%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7071	70.71%
BSEP inhibitior	-	0.9344	93.44%
P-glycoprotein inhibitior	-	0.9304	93.04%
P-glycoprotein substrate	-	0.8644	86.44%
CYP3A4 substrate	+	0.6400	64.00%
CYP2C9 substrate	-	0.8176	81.76%
CYP2D6 substrate	-	0.8269	82.69%
CYP3A4 inhibition	-	0.7154	71.54%
CYP2C9 inhibition	-	0.9268	92.68%
CYP2C19 inhibition	-	0.9189	91.89%
CYP2D6 inhibition	-	0.9753	97.53%
CYP1A2 inhibition	-	0.8588	85.88%
CYP2C8 inhibition	-	0.9512	95.12%
CYP inhibitory promiscuity	-	0.9876	98.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6079	60.79%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9640	96.40%
Skin irritation	+	0.6023	60.23%
Skin corrosion	-	0.7186	71.86%
Ames mutagenesis	-	0.7630	76.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.7203	72.03%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6908	69.08%
skin sensitisation	-	0.8967	89.67%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6814	68.14%
Acute Oral Toxicity (c)	III	0.3841	38.41%
Estrogen receptor binding	+	0.7727	77.27%
Androgen receptor binding	+	0.5928	59.28%
Thyroid receptor binding	-	0.5387	53.87%
Glucocorticoid receptor binding	+	0.6276	62.76%
Aromatase binding	-	0.6909	69.09%
PPAR gamma	-	0.7772	77.72%
Honey bee toxicity	-	0.8221	82.21%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9765	97.65%

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	92.46%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.30%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.77%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.54%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.03%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.13%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.46%	97.09%
CHEMBL1871	P10275	Androgen Receptor	85.09%	96.43%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.35%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.70%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.80%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.78%	89.00%
CHEMBL2581	P07339	Cathepsin D	82.45%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.35%	93.04%

Plants that contains it

• Microliabum polymnioides

Cross-Links

• PubChem: 162998198
• LOTUS: LTS0035037
• wikiData: Q104915573