(1R)-5,7,8-trimethoxy-1-(2,4,5-trimethoxyphenyl)-1,2-dihydronaphthalene

Details

• Internal ID: 9c390589-ecba-4b42-abac-5aed97854e94
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: (1R)-5,7,8-trimethoxy-1-(2,4,5-trimethoxyphenyl)-1,2-dihydronaphthalene
• InChI: InChI=1S/C22H26O6/c1-23-16-12-20(27-5)22(28-6)21-13(8-7-9-14(16)21)15-10-18(25-3)19(26-4)11-17(15)24-2/h7,9-13H,8H2,1-6H3/t13-/m1/s1
• InChI Key: HEVCGGWNZOCYBP-CYBMUJFWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₆
• Molecular Weight: 386.40 g/mol
• Exact Mass: 386.17293854 g/mol
• Topological Polar Surface Area (TPSA): 55.40 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.29
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9497	94.97%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6724	67.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9043	90.43%
OATP1B3 inhibitior	+	0.9793	97.93%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9286	92.86%
P-glycoprotein inhibitior	+	0.7655	76.55%
P-glycoprotein substrate	-	0.7802	78.02%
CYP3A4 substrate	+	0.5222	52.22%
CYP2C9 substrate	+	0.5617	56.17%
CYP2D6 substrate	+	0.4412	44.12%
CYP3A4 inhibition	+	0.7653	76.53%
CYP2C9 inhibition	-	0.7771	77.71%
CYP2C19 inhibition	+	0.5084	50.84%
CYP2D6 inhibition	-	0.9443	94.43%
CYP1A2 inhibition	+	0.9019	90.19%
CYP2C8 inhibition	+	0.4618	46.18%
CYP inhibitory promiscuity	+	0.8915	89.15%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8671	86.71%
Carcinogenicity (trinary)	Non-required	0.4030	40.30%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.6392	63.92%
Skin irritation	-	0.7844	78.44%
Skin corrosion	-	0.9794	97.94%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8704	87.04%
Micronuclear	+	0.5818	58.18%
Hepatotoxicity	+	0.5149	51.49%
skin sensitisation	-	0.8543	85.43%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7746	77.46%
Acute Oral Toxicity (c)	III	0.4313	43.13%
Estrogen receptor binding	+	0.8888	88.88%
Androgen receptor binding	+	0.6654	66.54%
Thyroid receptor binding	+	0.8571	85.71%
Glucocorticoid receptor binding	+	0.8191	81.91%
Aromatase binding	+	0.5363	53.63%
PPAR gamma	+	0.5853	58.53%
Honey bee toxicity	-	0.8351	83.51%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.7600	76.00%
Fish aquatic toxicity	+	0.9900	99.00%

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	95.15%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.75%	91.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.05%	89.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.55%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.07%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.02%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.97%	86.33%
CHEMBL2535	P11166	Glucose transporter	82.63%	98.75%
CHEMBL4208	P20618	Proteasome component C5	82.44%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.77%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.42%	97.09%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	80.59%	92.38%

Plants that contains it

• Duguetia staudtii

Cross-Links

• PubChem: 163081800
• LOTUS: LTS0153087
• wikiData: Q105027061