[(2S,3R,4S,5S,6R)-2-[2-[(2S)-5,7-dihydroxy-6-methoxy-4-oxo-2,3-dihydrochromen-2-yl]-4-hydroxyphenoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 4-hydroxy-3-methoxybenzoate

Details

• Internal ID: bb5d5add-a042-422d-bfbd-7e3bf24ea61f
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(2S,3R,4S,5S,6R)-2-[2-[(2S)-5,7-dihydroxy-6-methoxy-4-oxo-2,3-dihydrochromen-2-yl]-4-hydroxyphenoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 4-hydroxy-3-methoxybenzoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C(=O)OC2C(C(C(OC2OC3=C(C=C(C=C3)O)C4CC(=O)C5=C(O4)C=C(C(=C5O)OC)O)CO)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C(=O)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=C(C=C(C=C3)O)[C@@H]4CC(=O)C5=C(O4)C=C(C(=C5O)OC)O)CO)O)O)O
• InChI: InChI=1S/C30H30O15/c1-40-20-7-12(3-5-15(20)33)29(39)45-28-26(38)24(36)22(11-31)44-30(28)43-18-6-4-13(32)8-14(18)19-9-16(34)23-21(42-19)10-17(35)27(41-2)25(23)37/h3-8,10,19,22,24,26,28,30-33,35-38H,9,11H2,1-2H3/t19-,22+,24+,26-,28+,30+/m0/s1
• InChI Key: QWLPXXNDCNILRV-QVVZSLEJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₀O₁₅
• Molecular Weight: 630.50 g/mol
• Exact Mass: 630.15847025 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.28
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6066	60.66%
Caco-2	-	0.8763	87.63%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.5789	57.89%
OATP2B1 inhibitior	-	0.5729	57.29%
OATP1B1 inhibitior	+	0.8083	80.83%
OATP1B3 inhibitior	+	0.9761	97.61%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8940	89.40%
P-glycoprotein inhibitior	+	0.7040	70.40%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6788	67.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8565	85.65%
CYP3A4 inhibition	-	0.8925	89.25%
CYP2C9 inhibition	-	0.9040	90.40%
CYP2C19 inhibition	-	0.9391	93.91%
CYP2D6 inhibition	-	0.9601	96.01%
CYP1A2 inhibition	-	0.9300	93.00%
CYP2C8 inhibition	+	0.7949	79.49%
CYP inhibitory promiscuity	-	0.8415	84.15%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7305	73.05%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9180	91.80%
Skin irritation	-	0.8464	84.64%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8200	82.00%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9405	94.05%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9210	92.10%
Acute Oral Toxicity (c)	III	0.6381	63.81%
Estrogen receptor binding	+	0.8300	83.00%
Androgen receptor binding	+	0.6138	61.38%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6964	69.64%
Aromatase binding	-	0.5317	53.17%
PPAR gamma	+	0.6825	68.25%
Honey bee toxicity	-	0.7624	76.24%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7115	71.15%
Fish aquatic toxicity	+	0.8147	81.47%

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	99.20%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.68%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.64%	99.17%
CHEMBL2581	P07339	Cathepsin D	94.43%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.69%	89.00%
CHEMBL4208	P20618	Proteasome component C5	93.58%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.73%	86.33%
CHEMBL3194	P02766	Transthyretin	91.58%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.42%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.36%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.99%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.57%	97.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.14%	95.64%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.61%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.26%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	81.91%	91.19%
CHEMBL1255126	O15151	Protein Mdm4	81.82%	90.20%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.97%	99.15%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.87%	82.38%
CHEMBL2535	P11166	Glucose transporter	80.68%	98.75%
CHEMBL5255	O00206	Toll-like receptor 4	80.35%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.11%	100.00%

Plants that contains it

• Scutellaria scandens

Cross-Links

• PubChem: 14135333
• LOTUS: LTS0244647
• wikiData: Q105229258