5-(hydroxymethyl)-1,8-dimethyl-7,8-dihydro-6H-benzo[e][1]benzofuran-9-one

Details

• Internal ID: 199b5eef-ebcc-48cb-910d-587b40881cb2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-(hydroxymethyl)-1,8-dimethyl-7,8-dihydro-6H-benzo[e][1]benzofuran-9-one
• SMILES (Canonical): CC1CCC2=C(C1=O)C3=C(C=C2CO)OC=C3C
• SMILES (Isomeric): CC1CCC2=C(C1=O)C3=C(C=C2CO)OC=C3C
• InChI: InChI=1S/C15H16O3/c1-8-3-4-11-10(6-16)5-12-13(9(2)7-18-12)14(11)15(8)17/h5,7-8,16H,3-4,6H2,1-2H3
• InChI Key: SZOPCKPNYNJXGG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.7030	70.30%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7509	75.09%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9124	91.24%
OATP1B3 inhibitior	+	0.9541	95.41%
MATE1 inhibitior	-	0.8012	80.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7796	77.96%
P-glycoprotein inhibitior	-	0.9278	92.78%
P-glycoprotein substrate	-	0.8503	85.03%
CYP3A4 substrate	+	0.5650	56.50%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.8112	81.12%
CYP3A4 inhibition	-	0.5666	56.66%
CYP2C9 inhibition	+	0.6503	65.03%
CYP2C19 inhibition	+	0.6560	65.60%
CYP2D6 inhibition	-	0.8443	84.43%
CYP1A2 inhibition	+	0.7837	78.37%
CYP2C8 inhibition	-	0.7996	79.96%
CYP inhibitory promiscuity	+	0.5156	51.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6840	68.40%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.7637	76.37%
Skin irritation	-	0.7755	77.55%
Skin corrosion	-	0.9474	94.74%
Ames mutagenesis	+	0.5330	53.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.5419	54.19%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8217	82.17%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8846	88.46%
Acute Oral Toxicity (c)	III	0.5608	56.08%
Estrogen receptor binding	-	0.6338	63.38%
Androgen receptor binding	+	0.7274	72.74%
Thyroid receptor binding	-	0.6683	66.83%
Glucocorticoid receptor binding	+	0.5829	58.29%
Aromatase binding	-	0.7627	76.27%
PPAR gamma	-	0.5150	51.50%
Honey bee toxicity	-	0.9455	94.55%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9931	99.31%

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	98.57%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.23%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.82%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.85%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.56%	97.09%
CHEMBL5805	Q9NR97	Toll-like receptor 8	85.31%	96.25%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.94%	86.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.75%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.69%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.89%	93.65%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.54%	92.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.49%	93.99%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 91149457
• LOTUS: LTS0246764
• wikiData: Q105264298