[5-methyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl] 3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxybenzoate

Details

• Internal ID: 870318d0-38dd-4a12-a0d5-ea42b9c71215
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [5-methyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl] 3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxybenzoate
• SMILES (Canonical): CC1=CC(=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O)OC(=O)C3=CC(=C(C(=C3)OC)OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)O)O)O)O)O)OC
• SMILES (Isomeric): CC1=CC(=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)OC(=O)C3=CC(=C(C(=C3)OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O)OC
• InChI: InChI=1S/C34H46O21/c1-12-4-5-14(51-33-28(44)25(41)22(38)19(10-36)53-33)15(6-12)50-31(46)13-7-16(47-2)30(17(8-13)48-3)55-34-29(45)26(42)23(39)20(54-34)11-49-32-27(43)24(40)21(37)18(9-35)52-32/h4-8,18-29,32-45H,9-11H2,1-3H3/t18-,19-,20-,21-,22-,23-,24+,25+,26+,27-,28-,29-,32-,33-,34+/m1/s1
• InChI Key: NXZZLXODJQUZKD-UDKSXLSMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₆O₂₁
• Molecular Weight: 790.70 g/mol
• Exact Mass: 790.25315847 g/mol
• Topological Polar Surface Area (TPSA): 323.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -4.59
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8212	82.12%
Caco-2	-	0.8799	87.99%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6330	63.30%
OATP2B1 inhibitior	-	0.7234	72.34%
OATP1B1 inhibitior	+	0.8576	85.76%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9240	92.40%
P-glycoprotein inhibitior	+	0.6509	65.09%
P-glycoprotein substrate	-	0.7621	76.21%
CYP3A4 substrate	+	0.5931	59.31%
CYP2C9 substrate	-	0.8146	81.46%
CYP2D6 substrate	-	0.8536	85.36%
CYP3A4 inhibition	-	0.9315	93.15%
CYP2C9 inhibition	-	0.9166	91.66%
CYP2C19 inhibition	-	0.9240	92.40%
CYP2D6 inhibition	-	0.9366	93.66%
CYP1A2 inhibition	-	0.9394	93.94%
CYP2C8 inhibition	+	0.7348	73.48%
CYP inhibitory promiscuity	-	0.7983	79.83%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7007	70.07%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9092	90.92%
Skin irritation	-	0.8734	87.34%
Skin corrosion	-	0.9689	96.89%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8088	80.88%
Micronuclear	-	0.5067	50.67%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9109	91.09%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.7734	77.34%
Acute Oral Toxicity (c)	III	0.7679	76.79%
Estrogen receptor binding	+	0.7985	79.85%
Androgen receptor binding	-	0.5179	51.79%
Thyroid receptor binding	+	0.5360	53.60%
Glucocorticoid receptor binding	+	0.6347	63.47%
Aromatase binding	+	0.5225	52.25%
PPAR gamma	+	0.7161	71.61%
Honey bee toxicity	-	0.8173	81.73%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6887	68.87%
Fish aquatic toxicity	-	0.3664	36.64%

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	97.41%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.19%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.83%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.24%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.10%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	88.63%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.82%	86.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.53%	81.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.32%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.45%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.39%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.23%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.34%	95.89%
CHEMBL4581	P52732	Kinesin-like protein 1	83.21%	93.18%
CHEMBL2535	P11166	Glucose transporter	80.96%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.66%	95.50%

Plants that contains it

• Curculigo orchioides

Cross-Links

• PubChem: 162960448
• LOTUS: LTS0155095
• wikiData: Q105187403