[3,4,5-Trihydroxy-6-[[7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-5-(3-hydroxypropyl)-2,3-dihydro-1-benzofuran-3-yl]methoxy]oxan-2-yl]methyl 4-hydroxy-3,5-dimethoxybenzoate

Details

• Internal ID: bdcc7ce1-9433-47f4-ad2a-b3ab2646bb1c
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [3,4,5-trihydroxy-6-[[7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-5-(3-hydroxypropyl)-2,3-dihydro-1-benzofuran-3-yl]methoxy]oxan-2-yl]methyl 4-hydroxy-3,5-dimethoxybenzoate
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C(=O)OCC2C(C(C(C(O2)OCC3C(OC4=C3C=C(C=C4O)CCCO)C5=CC(=C(C=C5)O)OC)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C(=O)OCC2C(C(C(C(O2)OCC3C(OC4=C3C=C(C=C4O)CCCO)C5=CC(=C(C=C5)O)OC)O)O)O
• InChI: InChI=1S/C34H40O15/c1-43-23-11-17(6-7-21(23)36)31-20(19-9-16(5-4-8-35)10-22(37)32(19)49-31)14-47-34-30(41)29(40)28(39)26(48-34)15-46-33(42)18-12-24(44-2)27(38)25(13-18)45-3/h6-7,9-13,20,26,28-31,34-41H,4-5,8,14-15H2,1-3H3
• InChI Key: MRNITWWBAZHIGK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₀O₁₅
• Molecular Weight: 688.70 g/mol
• Exact Mass: 688.23672056 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.65
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6248	62.48%
Caco-2	-	0.8779	87.79%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6843	68.43%
OATP2B1 inhibitior	-	0.5842	58.42%
OATP1B1 inhibitior	+	0.7178	71.78%
OATP1B3 inhibitior	+	0.9491	94.91%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7963	79.63%
P-glycoprotein inhibitior	+	0.6692	66.92%
P-glycoprotein substrate	+	0.5329	53.29%
CYP3A4 substrate	+	0.6936	69.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8233	82.33%
CYP3A4 inhibition	-	0.9084	90.84%
CYP2C9 inhibition	-	0.8549	85.49%
CYP2C19 inhibition	-	0.8800	88.00%
CYP2D6 inhibition	-	0.9227	92.27%
CYP1A2 inhibition	-	0.8620	86.20%
CYP2C8 inhibition	+	0.8517	85.17%
CYP inhibitory promiscuity	-	0.7551	75.51%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6126	61.26%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9114	91.14%
Skin irritation	-	0.8245	82.45%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7379	73.79%
Micronuclear	-	0.5067	50.67%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8997	89.97%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9528	95.28%
Acute Oral Toxicity (c)	III	0.7246	72.46%
Estrogen receptor binding	+	0.8089	80.89%
Androgen receptor binding	+	0.6310	63.10%
Thyroid receptor binding	+	0.5320	53.20%
Glucocorticoid receptor binding	+	0.7120	71.20%
Aromatase binding	+	0.5571	55.71%
PPAR gamma	+	0.6586	65.86%
Honey bee toxicity	-	0.7812	78.12%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.3984	39.84%

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	99.36%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.11%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.72%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.08%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	91.67%	94.73%
CHEMBL2581	P07339	Cathepsin D	91.05%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.99%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.01%	95.17%
CHEMBL3194	P02766	Transthyretin	89.14%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.92%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.59%	86.92%
CHEMBL2535	P11166	Glucose transporter	87.18%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.97%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.45%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.39%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.42%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.14%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.07%	92.62%
CHEMBL4208	P20618	Proteasome component C5	82.15%	90.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.52%	80.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.42%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.09%	96.95%

Plants that contains it

• Isodon lophanthoides

Cross-Links

• PubChem: 162888588
• LOTUS: LTS0164501
• wikiData: Q105170740