[6-[5-[(7,8,9,12,13,14,28,29,30,33,34,35-Dodecahydroxy-4,17,25,38-tetraoxo-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.02,19.05,10.011,16.026,31.032,37]nonatriaconta-5,7,9,11,13,15,26,28,30,32,34,36-dodecaen-20-yl)oxycarbonyl]-2,3-dihydroxyphenoxy]-3,4,5,11,12,21,22,23-octahydroxy-8,18-dioxo-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2(7),3,5,19,21-hexaen-13-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: b4978888-4919-465f-b6c7-ba111e20f28b
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [6-[5-[(7,8,9,12,13,14,28,29,30,33,34,35-dodecahydroxy-4,17,25,38-tetraoxo-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.02,19.05,10.011,16.026,31.032,37]nonatriaconta-5,7,9,11,13,15,26,28,30,32,34,36-dodecaen-20-yl)oxycarbonyl]-2,3-dihydroxyphenoxy]-3,4,5,11,12,21,22,23-octahydroxy-8,18-dioxo-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2(7),3,5,19,21-hexaen-13-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)OC(=O)C4=C(C5=C(C(=C(C=C5C(=O)O1)O)O)O)C(=C(C(=C4OC6=CC(=CC(=C6O)O)C(=O)OC7C8C(C9C(O7)COC(=O)C1=CC(=C(C(=C1C1=C(C(=C(C=C1C(=O)O9)O)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1C1=C(C(=C(C=C1C(=O)O8)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)OC(=O)C4=C(C5=C(C(=C(C=C5C(=O)O1)O)O)O)C(=C(C(=C4OC6=CC(=CC(=C6O)O)C(=O)OC7C8C(C9C(O7)COC(=O)C1=CC(=C(C(=C1C1=C(C(=C(C=C1C(=O)O9)O)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1C1=C(C(=C(C=C1C(=O)O8)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C68H48O44/c69-19-1-12(2-20(70)37(19)77)59(94)111-67-53(93)52(92)54-28(105-67)10-102-62(97)15-6-23(73)43(83)48(88)34(15)35-36(66(101)107-54)56(51(91)50(90)49(35)89)104-27-4-13(3-21(71)38(27)78)60(95)112-68-58-57(109-64(99)17-8-25(75)41(81)46(86)32(17)33-18(65(100)110-58)9-26(76)42(82)47(33)87)55-29(106-68)11-103-61(96)14-5-22(72)39(79)44(84)30(14)31-16(63(98)108-55)7-24(74)40(80)45(31)85/h1-9,28-29,52-55,57-58,67-93H,10-11H2
• InChI Key: AAUWQDUMRCWSRC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₈H₄₈O₄₄
• Molecular Weight: 1569.10 g/mol
• Exact Mass: 1568.1518448 g/mol
• Topological Polar Surface Area (TPSA): 744.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.75
• H-Bond Acceptor: 44
• H-Bond Donor: 25
• Rotatable Bonds: 6

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	-	0.8564	85.64%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5773	57.73%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.7387	73.87%
OATP1B3 inhibitior	+	0.9633	96.33%
MATE1 inhibitior	-	0.5800	58.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8664	86.64%
P-glycoprotein inhibitior	+	0.7425	74.25%
P-glycoprotein substrate	-	0.5000	50.00%
CYP3A4 substrate	+	0.6732	67.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8458	84.58%
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	+	0.7448	74.48%
CYP inhibitory promiscuity	-	0.8823	88.23%
UGT catelyzed	+	0.7000	70.00%
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	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7649	76.49%
Micronuclear	+	0.7533	75.33%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8570	85.70%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7309	73.09%
Acute Oral Toxicity (c)	III	0.4728	47.28%
Estrogen receptor binding	+	0.6844	68.44%
Androgen receptor binding	+	0.7170	71.70%
Thyroid receptor binding	+	0.6019	60.19%
Glucocorticoid receptor binding	+	0.6064	60.64%
Aromatase binding	+	0.6432	64.32%
PPAR gamma	+	0.7406	74.06%
Honey bee toxicity	-	0.7271	72.71%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5049	50.49%
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	98.95%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.61%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.20%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.16%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.95%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.51%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.04%	99.17%
CHEMBL3194	P02766	Transthyretin	90.82%	90.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.85%	83.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.69%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.61%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.52%	99.15%
CHEMBL2535	P11166	Glucose transporter	89.15%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.30%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.15%	96.95%
CHEMBL2581	P07339	Cathepsin D	86.75%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.39%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.87%	96.21%
CHEMBL3401	O75469	Pregnane X receptor	84.13%	94.73%
CHEMBL4208	P20618	Proteasome component C5	83.68%	90.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.46%	95.78%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.25%	100.00%
CHEMBL4530	P00488	Coagulation factor XIII	81.97%	96.00%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.74%	80.33%
CHEMBL220	P22303	Acetylcholinesterase	80.20%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.17%	97.09%

Plants that contains it

• Rosa henryi

Cross-Links

• PubChem: 162987914
• LOTUS: LTS0162474
• wikiData: Q104908371