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

Details

• Internal ID: 28d62eb3-bb0a-48e6-9b1e-b39c254adf81
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 1-hydroxy-6,6,9a-trimethyl-4,5,5a,7,8,9-hexahydro-1H-benzo[e][2]benzofuran-3-one
• SMILES (Canonical): CC1(CCCC2(C1CCC3=C2C(OC3=O)O)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CCC3=C2C(OC3=O)O)C)C
• InChI: InChI=1S/C15H22O3/c1-14(2)7-4-8-15(3)10(14)6-5-9-11(15)13(17)18-12(9)16/h10,13,17H,4-8H2,1-3H3
• InChI Key: XTQKCVAXPOCYKT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.78
• 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	+	0.9947	99.47%
Caco-2	+	0.8477	84.77%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5655	56.55%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.9244	92.44%
OATP1B3 inhibitior	+	0.9211	92.11%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	-	0.7832	78.32%
P-glycoprotein inhibitior	-	0.8533	85.33%
P-glycoprotein substrate	-	0.9533	95.33%
CYP3A4 substrate	+	0.5710	57.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8755	87.55%
CYP3A4 inhibition	-	0.8706	87.06%
CYP2C9 inhibition	-	0.6346	63.46%
CYP2C19 inhibition	-	0.5638	56.38%
CYP2D6 inhibition	-	0.9117	91.17%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.8297	82.97%
CYP inhibitory promiscuity	-	0.8303	83.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5171	51.71%
Eye corrosion	-	0.9720	97.20%
Eye irritation	-	0.6304	63.04%
Skin irritation	-	0.5362	53.62%
Skin corrosion	-	0.9340	93.40%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6938	69.38%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.5977	59.77%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.4752	47.52%
Acute Oral Toxicity (c)	III	0.6751	67.51%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.6529	65.29%
Thyroid receptor binding	+	0.5582	55.82%
Glucocorticoid receptor binding	-	0.5455	54.55%
Aromatase binding	-	0.6285	62.85%
PPAR gamma	+	0.6600	66.00%
Honey bee toxicity	-	0.8991	89.91%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9973	99.73%

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	94.56%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.34%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.98%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.97%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.13%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.65%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.24%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.39%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.81%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.45%	93.03%

Plants that contains it

• Persicaria hydropiper

Cross-Links

• PubChem: 12444649
• LOTUS: LTS0010015
• wikiData: Q105341772