1-hydroxy-6-(hydroxymethyl)-6,9a-dimethyl-4,5,5a,7,8,9-hexahydro-1H-benzo[e][2]benzofuran-3-one

Details

• Internal ID: 820a6c62-a0e7-4f49-bca2-5f94dcbdb512
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 1-hydroxy-6-(hydroxymethyl)-6,9a-dimethyl-4,5,5a,7,8,9-hexahydro-1H-benzo[e][2]benzofuran-3-one
• SMILES (Canonical): CC1(CCCC2(C1CCC3=C2C(OC3=O)O)C)CO
• SMILES (Isomeric): CC1(CCCC2(C1CCC3=C2C(OC3=O)O)C)CO
• InChI: InChI=1S/C15H22O4/c1-14(8-16)6-3-7-15(2)10(14)5-4-9-11(15)13(18)19-12(9)17/h10,13,16,18H,3-8H2,1-2H3
• InChI Key: DGRCZFXNXUFHTJ-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: 1.80
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	+	0.8101	81.01%
Blood Brain Barrier	+	0.5136	51.36%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6974	69.74%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.8317	83.17%
OATP1B3 inhibitior	+	0.9238	92.38%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.5261	52.61%
BSEP inhibitior	-	0.7326	73.26%
P-glycoprotein inhibitior	-	0.8957	89.57%
P-glycoprotein substrate	-	0.9073	90.73%
CYP3A4 substrate	+	0.5788	57.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.6772	67.72%
CYP2C9 inhibition	-	0.7704	77.04%
CYP2C19 inhibition	-	0.8494	84.94%
CYP2D6 inhibition	-	0.8862	88.62%
CYP1A2 inhibition	-	0.6842	68.42%
CYP2C8 inhibition	-	0.7988	79.88%
CYP inhibitory promiscuity	-	0.7836	78.36%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5477	54.77%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.7851	78.51%
Skin irritation	-	0.6262	62.62%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6821	68.21%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7226	72.26%
skin sensitisation	-	0.8396	83.96%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6673	66.73%
Acute Oral Toxicity (c)	III	0.6253	62.53%
Estrogen receptor binding	-	0.4828	48.28%
Androgen receptor binding	-	0.5890	58.90%
Thyroid receptor binding	+	0.5767	57.67%
Glucocorticoid receptor binding	-	0.5275	52.75%
Aromatase binding	-	0.4828	48.28%
PPAR gamma	+	0.6282	62.82%
Honey bee toxicity	-	0.8848	88.48%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9951	99.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.78%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.71%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.12%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.69%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.38%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.86%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.24%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.19%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.50%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.09%	96.61%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.82%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.78%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583200
• LOTUS: LTS0085931
• wikiData: Q75056953