[(10R,11S,12R,13S,15R)-3,4,5,21,22,23-hexahydroxy-8,18-dioxo-11,12-bis[(3,4,5-trihydroxybenzoyl)oxy]-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-13-yl] 2-[[(10R,11R,12R,13R,15R)-3,4,5,12,13,22,23-heptahydroxy-8,18-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-21-yl]oxy]-3,4,5-trihydroxybenzoate

Details

• Internal ID: eb83c7bd-5012-407d-821d-218877b8883a
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(10R,11S,12R,13S,15R)-3,4,5,21,22,23-hexahydroxy-8,18-dioxo-11,12-bis[(3,4,5-trihydroxybenzoyl)oxy]-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-13-yl] 2-[[(10R,11R,12R,13R,15R)-3,4,5,12,13,22,23-heptahydroxy-8,18-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-21-yl]oxy]-3,4,5-trihydroxybenzoate
• InChI: InChI=1S/C68H50O44/c69-22-1-14(2-23(70)39(22)79)59(93)109-56-52(92)67(101)105-33-12-102-63(97)20-11-32(46(86)50(90)38(20)37-19(64(98)107-54(33)56)9-30(77)44(84)49(37)89)104-53-21(10-31(78)45(85)51(53)91)66(100)112-68-58(111-61(95)16-5-26(73)41(81)27(74)6-16)57(110-60(94)15-3-24(71)40(80)25(72)4-15)55-34(106-68)13-103-62(96)17-7-28(75)42(82)47(87)35(17)36-18(65(99)108-55)8-29(76)43(83)48(36)88/h1-11,33-34,52,54-58,67-92,101H,12-13H2/t33-,34-,52-,54-,55-,56-,57+,58-,67-,68+/m1/s1
• InChI Key: DVYXDYLGCUADGC-RIUFOHRMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₈H₅₀O₄₄
• Molecular Weight: 1571.10 g/mol
• Exact Mass: 1570.1674948 g/mol
• Topological Polar Surface Area (TPSA): 744.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.77
• H-Bond Acceptor: 44
• H-Bond Donor: 25
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6572	65.72%
Caco-2	-	0.8563	85.63%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5773	57.73%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.7180	71.80%
OATP1B3 inhibitior	+	0.9633	96.33%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8908	89.08%
P-glycoprotein inhibitior	+	0.7427	74.27%
P-glycoprotein substrate	+	0.5081	50.81%
CYP3A4 substrate	+	0.6730	67.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8499	84.99%
CYP3A4 inhibition	-	0.9083	90.83%
CYP2C9 inhibition	-	0.8138	81.38%
CYP2C19 inhibition	-	0.8178	81.78%
CYP2D6 inhibition	-	0.9063	90.63%
CYP1A2 inhibition	-	0.8575	85.75%
CYP2C8 inhibition	+	0.7785	77.85%
CYP inhibitory promiscuity	-	0.8823	88.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6378	63.78%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8958	89.58%
Skin irritation	-	0.8202	82.02%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7794	77.94%
Micronuclear	+	0.7533	75.33%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8570	85.70%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7588	75.88%
Acute Oral Toxicity (c)	III	0.4728	47.28%
Estrogen receptor binding	+	0.6930	69.30%
Androgen receptor binding	+	0.7213	72.13%
Thyroid receptor binding	+	0.5981	59.81%
Glucocorticoid receptor binding	+	0.6030	60.30%
Aromatase binding	+	0.6424	64.24%
PPAR gamma	+	0.7411	74.11%
Honey bee toxicity	-	0.7452	74.52%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8794	87.94%

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	98.85%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.16%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	96.28%	83.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.46%	95.17%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.12%	83.57%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.93%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.82%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.12%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.51%	95.56%
CHEMBL3194	P02766	Transthyretin	89.42%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.29%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.09%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.53%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.87%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.49%	95.89%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.48%	94.42%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	86.01%	97.53%
CHEMBL2581	P07339	Cathepsin D	85.73%	98.95%
CHEMBL4208	P20618	Proteasome component C5	85.73%	90.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.49%	96.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.42%	97.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.86%	97.09%
CHEMBL2535	P11166	Glucose transporter	83.77%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.17%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.78%	100.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.64%	95.78%
CHEMBL3401	O75469	Pregnane X receptor	81.50%	94.73%
CHEMBL4530	P00488	Coagulation factor XIII	81.00%	96.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.79%	95.64%
CHEMBL230	P35354	Cyclooxygenase-2	80.69%	89.63%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.35%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.29%	91.07%

Plants that contains it

• Coriaria japonica

Cross-Links

• PubChem: 162887815
• LOTUS: LTS0050439
• wikiData: Q104990432