7-Chloro-6-(3-hydroxy-4-methylpent-4-enyl)-6,9a-dimethyl-1,3,5,5a,7,8,9,9b-octahydrobenzo[g][2]benzofuran-1,9-diol

Details

• Internal ID: 4072809b-639a-40c5-81fb-2f8b16579449
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 7-chloro-6-(3-hydroxy-4-methylpent-4-enyl)-6,9a-dimethyl-1,3,5,5a,7,8,9,9b-octahydrobenzo[g][2]benzofuran-1,9-diol
• SMILES (Canonical): CC(=C)C(CCC1(C2CC=C3COC(C3C2(C(CC1Cl)O)C)O)C)O
• SMILES (Isomeric): CC(=C)C(CCC1(C2CC=C3COC(C3C2(C(CC1Cl)O)C)O)C)O
• InChI: InChI=1S/C20H31ClO4/c1-11(2)13(22)7-8-19(3)14-6-5-12-10-25-18(24)17(12)20(14,4)16(23)9-15(19)21/h5,13-18,22-24H,1,6-10H2,2-4H3
• InChI Key: OEHHQEMJHDYXHN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₁ClO₄
• Molecular Weight: 370.90 g/mol
• Exact Mass: 370.1910872 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	-	0.5561	55.61%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6681	66.81%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.8857	88.57%
OATP1B3 inhibitior	+	0.8877	88.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.8314	83.14%
P-glycoprotein inhibitior	-	0.8244	82.44%
P-glycoprotein substrate	-	0.5067	50.67%
CYP3A4 substrate	+	0.6556	65.56%
CYP2C9 substrate	-	0.6127	61.27%
CYP2D6 substrate	-	0.7884	78.84%
CYP3A4 inhibition	-	0.5376	53.76%
CYP2C9 inhibition	-	0.8069	80.69%
CYP2C19 inhibition	-	0.8099	80.99%
CYP2D6 inhibition	-	0.8418	84.18%
CYP1A2 inhibition	-	0.7793	77.93%
CYP2C8 inhibition	-	0.5977	59.77%
CYP inhibitory promiscuity	-	0.7269	72.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9013	90.13%
Carcinogenicity (trinary)	Non-required	0.5039	50.39%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9737	97.37%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9248	92.48%
Ames mutagenesis	-	0.5738	57.38%
Human Ether-a-go-go-Related Gene inhibition	+	0.7652	76.52%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8533	85.33%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.6556	65.56%
Acute Oral Toxicity (c)	III	0.6323	63.23%
Estrogen receptor binding	+	0.6356	63.56%
Androgen receptor binding	+	0.5603	56.03%
Thyroid receptor binding	+	0.7351	73.51%
Glucocorticoid receptor binding	+	0.6850	68.50%
Aromatase binding	+	0.6624	66.24%
PPAR gamma	+	0.5637	56.37%
Honey bee toxicity	-	0.6040	60.40%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.60%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.39%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.03%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.25%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.59%	97.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.80%	97.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.75%	97.25%
CHEMBL2581	P07339	Cathepsin D	86.29%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.15%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.05%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	81.52%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163043909
• LOTUS: LTS0266374
• wikiData: Q105190280