methyl 8-hydroxy-6-methyl-4-propan-2-yl-2,7-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]naphthalene-1-carboxylate

Details

• Internal ID: cfc22750-d47e-4e0f-bc74-f8642c4f3b1c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: methyl 8-hydroxy-6-methyl-4-propan-2-yl-2,7-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]naphthalene-1-carboxylate
• SMILES (Canonical): CC1=CC2=C(C(=C(C=C2C(C)C)OC3C(C(C(C(O3)CO)O)O)O)C(=O)OC)C(=C1OC4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): CC1=CC2=C(C(=C(C=C2C(C)C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C(=O)OC)C(=C1O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
• InChI: InChI=1S/C28H38O15/c1-9(2)11-6-13(40-27-23(36)21(34)18(31)14(7-29)41-27)17(26(38)39-4)16-12(11)5-10(3)25(20(16)33)43-28-24(37)22(35)19(32)15(8-30)42-28/h5-6,9,14-15,18-19,21-24,27-37H,7-8H2,1-4H3/t14-,15-,18-,19-,21+,22+,23-,24-,27-,28+/m1/s1
• InChI Key: HFFZCSOZFFHWGR-GNDQXLCUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₈O₁₅
• Molecular Weight: 614.60 g/mol
• Exact Mass: 614.22107050 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.88
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5536	55.36%
Caco-2	-	0.8734	87.34%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5942	59.42%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.8088	80.88%
OATP1B3 inhibitior	+	0.9632	96.32%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5887	58.87%
P-glycoprotein inhibitior	-	0.5169	51.69%
P-glycoprotein substrate	-	0.5841	58.41%
CYP3A4 substrate	+	0.6385	63.85%
CYP2C9 substrate	-	0.6248	62.48%
CYP2D6 substrate	-	0.8630	86.30%
CYP3A4 inhibition	-	0.9593	95.93%
CYP2C9 inhibition	-	0.8974	89.74%
CYP2C19 inhibition	-	0.8786	87.86%
CYP2D6 inhibition	-	0.9066	90.66%
CYP1A2 inhibition	-	0.8431	84.31%
CYP2C8 inhibition	+	0.5388	53.88%
CYP inhibitory promiscuity	-	0.8332	83.32%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6768	67.68%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9036	90.36%
Skin irritation	-	0.8543	85.43%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4423	44.23%
Micronuclear	+	0.5133	51.33%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9075	90.75%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8893	88.93%
Acute Oral Toxicity (c)	III	0.7420	74.20%
Estrogen receptor binding	+	0.7623	76.23%
Androgen receptor binding	-	0.5884	58.84%
Thyroid receptor binding	-	0.5069	50.69%
Glucocorticoid receptor binding	+	0.6772	67.72%
Aromatase binding	+	0.5852	58.52%
PPAR gamma	+	0.6749	67.49%
Honey bee toxicity	-	0.7776	77.76%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.7481	74.81%

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	99.36%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.68%	94.73%
CHEMBL2581	P07339	Cathepsin D	93.04%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.34%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.31%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.05%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.04%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.70%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.57%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.05%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.77%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.65%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.72%	93.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.15%	96.21%
CHEMBL220	P22303	Acetylcholinesterase	84.06%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.86%	97.21%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.34%	89.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.07%	95.89%

Plants that contains it

• Alangium premnifolium

Cross-Links

• PubChem: 101693286
• LOTUS: LTS0046813
• wikiData: Q105027286