[4-[6-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]-5-hydroxy-7-methoxy-4-oxo-1H-naphthalen-2-yl]phenyl] 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

Details

• Internal ID: 93ee49da-f185-4d3d-8c25-3c07cfe91e0d
• Taxonomy: Benzenoids > Naphthalenes > Phenylnaphthalenes
• IUPAC Name: [4-[6-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]-5-hydroxy-7-methoxy-4-oxo-1H-naphthalen-2-yl]phenyl] 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C=CC(=O)OC2=CC=C(C=C2)C3=CC(=O)C4=C(C(=C(C=C4C3)OC)C5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C=CC(=O)OC2=CC=C(C=C2)C3=CC(=O)C4=C(C(=C(C=C4C3)OC)C5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)O
• InChI: InChI=1S/C40H44O18/c1-52-23-14-20-12-19(18-5-7-21(8-6-18)55-28(44)9-4-17-10-24(53-2)31(45)25(11-17)54-3)13-22(43)29(20)34(48)30(23)38-39(36(50)33(47)26(15-41)56-38)58-40-37(51)35(49)32(46)27(16-42)57-40/h4-11,13-14,26-27,32-33,35-42,45-51H,12,15-16H2,1-3H3
• InChI Key: ILBVZOLLNJGGNA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₄O₁₈
• Molecular Weight: 812.80 g/mol
• Exact Mass: 812.25276455 g/mol
• Topological Polar Surface Area (TPSA): 281.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -0.10
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6000	60.00%
Caco-2	-	0.8709	87.09%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.5474	54.74%
OATP2B1 inhibitior	-	0.7122	71.22%
OATP1B1 inhibitior	+	0.8285	82.85%
OATP1B3 inhibitior	+	0.9668	96.68%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8975	89.75%
P-glycoprotein inhibitior	+	0.7346	73.46%
P-glycoprotein substrate	+	0.5098	50.98%
CYP3A4 substrate	+	0.7117	71.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8639	86.39%
CYP3A4 inhibition	-	0.9329	93.29%
CYP2C9 inhibition	-	0.7949	79.49%
CYP2C19 inhibition	-	0.8055	80.55%
CYP2D6 inhibition	-	0.9332	93.32%
CYP1A2 inhibition	-	0.8927	89.27%
CYP2C8 inhibition	+	0.8009	80.09%
CYP inhibitory promiscuity	-	0.6896	68.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6751	67.51%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9076	90.76%
Skin irritation	-	0.8242	82.42%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	+	0.5499	54.99%
Human Ether-a-go-go-Related Gene inhibition	+	0.7160	71.60%
Micronuclear	+	0.6233	62.33%
Hepatotoxicity	-	0.6341	63.41%
skin sensitisation	-	0.8688	86.88%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8918	89.18%
Acute Oral Toxicity (c)	III	0.5631	56.31%
Estrogen receptor binding	+	0.7757	77.57%
Androgen receptor binding	+	0.6742	67.42%
Thyroid receptor binding	+	0.5969	59.69%
Glucocorticoid receptor binding	+	0.7191	71.91%
Aromatase binding	+	0.6086	60.86%
PPAR gamma	+	0.7311	73.11%
Honey bee toxicity	-	0.6768	67.68%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9296	92.96%

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	99.78%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.85%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.86%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.74%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.61%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.12%	95.56%
CHEMBL2243	O00519	Anandamide amidohydrolase	94.48%	97.53%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.36%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.13%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.93%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.50%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.98%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.92%	95.89%
CHEMBL4208	P20618	Proteasome component C5	87.80%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.63%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.46%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.31%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.74%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.77%	90.71%
CHEMBL226	P30542	Adenosine A1 receptor	84.58%	95.93%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.96%	94.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.79%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.45%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.29%	96.21%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.91%	91.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.45%	100.00%

Plants that contains it

• Eutrema salsugineum

Cross-Links

• PubChem: 162883886
• LOTUS: LTS0054028
• wikiData: Q105115079