1,4-Naphthalenediol, 6-ethenyl-5,6,7,8-tetrahydro-7-[1-(hydroxymethyl)ethenyl]-6-methyl-

Details

• Internal ID: 67b1595e-8fe2-4e5b-8c99-838165068d6f
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: 7-ethenyl-6-(3-hydroxyprop-1-en-2-yl)-7-methyl-6,8-dihydro-5H-naphthalene-1,4-diol
• SMILES (Canonical): CC1(CC2=C(C=CC(=C2CC1C(=C)CO)O)O)C=C
• SMILES (Isomeric): CC1(CC2=C(C=CC(=C2CC1C(=C)CO)O)O)C=C
• InChI: InChI=1S/C16H20O3/c1-4-16(3)8-12-11(7-13(16)10(2)9-17)14(18)5-6-15(12)19/h4-6,13,17-19H,1-2,7-9H2,3H3
• InChI Key: OPXFMBDMXQKOBS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₃
• Molecular Weight: 260.33 g/mol
• Exact Mass: 260.14124450 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• OPXFMBDMXQKOBS-UHFFFAOYSA-N
• 1,4-Naphthalenediol, 6-ethenyl-5,6,7,8-tetrahydro-7-[1-(hydroxymethyl)ethenyl]-6-methyl-
• 7-[1-(Hydroxymethyl)vinyl]-6-methyl-6-vinyl-5,6,7,8-tetrahydro-1,4-naphthalenediol #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	-	0.7081	70.81%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7619	76.19%
OATP2B1 inhibitior	-	0.7106	71.06%
OATP1B1 inhibitior	+	0.9297	92.97%
OATP1B3 inhibitior	+	0.9051	90.51%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8808	88.08%
P-glycoprotein inhibitior	-	0.9530	95.30%
P-glycoprotein substrate	-	0.8434	84.34%
CYP3A4 substrate	-	0.5098	50.98%
CYP2C9 substrate	-	0.5716	57.16%
CYP2D6 substrate	-	0.6561	65.61%
CYP3A4 inhibition	+	0.6164	61.64%
CYP2C9 inhibition	-	0.5476	54.76%
CYP2C19 inhibition	+	0.6407	64.07%
CYP2D6 inhibition	-	0.8482	84.82%
CYP1A2 inhibition	+	0.6477	64.77%
CYP2C8 inhibition	-	0.7329	73.29%
CYP inhibitory promiscuity	+	0.7381	73.81%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7913	79.13%
Carcinogenicity (trinary)	Non-required	0.6340	63.40%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.6231	62.31%
Skin irritation	-	0.7476	74.76%
Skin corrosion	-	0.9210	92.10%
Ames mutagenesis	-	0.7337	73.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5779	57.79%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.6770	67.70%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6036	60.36%
Acute Oral Toxicity (c)	III	0.6587	65.87%
Estrogen receptor binding	-	0.7212	72.12%
Androgen receptor binding	+	0.6830	68.30%
Thyroid receptor binding	-	0.5311	53.11%
Glucocorticoid receptor binding	+	0.7883	78.83%
Aromatase binding	-	0.7600	76.00%
PPAR gamma	+	0.6711	67.11%
Honey bee toxicity	-	0.9067	90.67%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.93%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.62%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.05%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.48%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.73%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.68%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.59%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.63%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	83.45%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.87%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.15%	97.09%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	80.70%	85.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.11%	93.99%

Plants that contains it

• Cordia alliodora

Cross-Links

• PubChem: 586102
• LOTUS: LTS0044435
• wikiData: Q105196625