1-(Hydroxymethyl)-3-methoxy-4a-methyl-7-propan-2-yl-5,6-dihydronaphthalen-2-one

Details

• Internal ID: ec34420d-0062-48b4-a2ff-0f16502463f7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 1-(hydroxymethyl)-3-methoxy-4a-methyl-7-propan-2-yl-5,6-dihydronaphthalen-2-one
• SMILES (Canonical): CC(C)C1=CC2=C(C(=O)C(=CC2(CC1)C)OC)CO
• SMILES (Isomeric): CC(C)C1=CC2=C(C(=O)C(=CC2(CC1)C)OC)CO
• InChI: InChI=1S/C16H22O3/c1-10(2)11-5-6-16(3)8-14(19-4)15(18)12(9-17)13(16)7-11/h7-8,10,17H,5-6,9H2,1-4H3
• InChI Key: XMVMGMZZPSSINY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₃
• Molecular Weight: 262.34 g/mol
• Exact Mass: 262.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.8446	84.46%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7810	78.10%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8982	89.82%
OATP1B3 inhibitior	+	0.8795	87.95%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.4633	46.33%
P-glycoprotein inhibitior	-	0.8929	89.29%
P-glycoprotein substrate	-	0.8312	83.12%
CYP3A4 substrate	+	0.5444	54.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	-	0.9096	90.96%
CYP2C9 inhibition	-	0.6408	64.08%
CYP2C19 inhibition	-	0.7078	70.78%
CYP2D6 inhibition	-	0.9110	91.10%
CYP1A2 inhibition	-	0.6719	67.19%
CYP2C8 inhibition	-	0.8707	87.07%
CYP inhibitory promiscuity	-	0.8154	81.54%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8820	88.20%
Carcinogenicity (trinary)	Non-required	0.5981	59.81%
Eye corrosion	-	0.9876	98.76%
Eye irritation	+	0.5390	53.90%
Skin irritation	-	0.6788	67.88%
Skin corrosion	-	0.9663	96.63%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6191	61.91%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6452	64.52%
skin sensitisation	-	0.6916	69.16%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.4566	45.66%
Acute Oral Toxicity (c)	III	0.7638	76.38%
Estrogen receptor binding	-	0.6929	69.29%
Androgen receptor binding	-	0.6142	61.42%
Thyroid receptor binding	+	0.5835	58.35%
Glucocorticoid receptor binding	+	0.6224	62.24%
Aromatase binding	+	0.5228	52.28%
PPAR gamma	-	0.5754	57.54%
Honey bee toxicity	-	0.8317	83.17%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9491	94.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.39%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.09%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.26%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.04%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.21%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	90.12%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.14%	97.25%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.68%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.51%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.50%	95.89%

Plants that contains it

• Parthenium argentatum

Cross-Links

• PubChem: 85231407
• LOTUS: LTS0008681
• wikiData: Q105331446