6,9-dihydroxy-5,9-dimethyl-3-methylidene-4,5,5a,6,7,8,9a,9b-octahydro-3aH-benzo[g][1]benzofuran-2-one

Details

• Internal ID: cfa5bd87-6a87-401e-b8ba-e339d6ce202d
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 6,9-dihydroxy-5,9-dimethyl-3-methylidene-4,5,5a,6,7,8,9a,9b-octahydro-3aH-benzo[g][1]benzofuran-2-one
• InChI: InChI=1S/C15H22O4/c1-7-6-9-8(2)14(17)19-13(9)12-11(7)10(16)4-5-15(12,3)18/h7,9-13,16,18H,2,4-6H2,1,3H3
• InChI Key: VFLQIGPZQYBWKD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.26
• H-Bond Acceptor: 4
• 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	+	0.9899	98.99%
Caco-2	+	0.6878	68.78%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6557	65.57%
OATP2B1 inhibitior	-	0.8514	85.14%
OATP1B1 inhibitior	+	0.8957	89.57%
OATP1B3 inhibitior	+	0.8382	83.82%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6420	64.20%
BSEP inhibitior	-	0.9718	97.18%
P-glycoprotein inhibitior	-	0.9237	92.37%
P-glycoprotein substrate	-	0.8149	81.49%
CYP3A4 substrate	+	0.6343	63.43%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.8447	84.47%
CYP3A4 inhibition	-	0.5948	59.48%
CYP2C9 inhibition	-	0.9169	91.69%
CYP2C19 inhibition	-	0.8876	88.76%
CYP2D6 inhibition	-	0.9440	94.40%
CYP1A2 inhibition	-	0.7003	70.03%
CYP2C8 inhibition	-	0.7596	75.96%
CYP inhibitory promiscuity	-	0.9006	90.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4798	47.98%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8694	86.94%
Skin irritation	+	0.6076	60.76%
Skin corrosion	-	0.8597	85.97%
Ames mutagenesis	-	0.7570	75.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.8036	80.36%
skin sensitisation	-	0.7283	72.83%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.5612	56.12%
Acute Oral Toxicity (c)	I	0.5341	53.41%
Estrogen receptor binding	+	0.5769	57.69%
Androgen receptor binding	+	0.6138	61.38%
Thyroid receptor binding	+	0.5297	52.97%
Glucocorticoid receptor binding	+	0.6342	63.42%
Aromatase binding	-	0.6924	69.24%
PPAR gamma	-	0.7295	72.95%
Honey bee toxicity	-	0.7994	79.94%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9883	98.83%

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	95.70%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.27%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.87%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.69%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.11%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.04%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.36%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	85.81%	97.79%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.20%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.46%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.58%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.43%	92.94%
CHEMBL1951	P21397	Monoamine oxidase A	81.20%	91.49%
CHEMBL2581	P07339	Cathepsin D	81.06%	98.95%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.84%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162882529
• LOTUS: LTS0010639
• wikiData: Q105285423