[(1R,2S,19R,20R,22R)-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] 5-[5-[[(10R,11R,13R,14R,15S)-3,4,5,14,20,21,22-heptahydroxy-13-(hydroxymethyl)-8,17-dioxo-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-11-yl]oxycarbonyl]-2,3-dihydroxyphenoxy]-2,3,4-trihydroxybenzoate

Details

• Internal ID: d20d8395-1ede-4716-b47e-11b6f722476a
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(1R,2S,19R,20R,22R)-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] 5-[5-[[(10R,11R,13R,14R,15S)-3,4,5,14,20,21,22-heptahydroxy-13-(hydroxymethyl)-8,17-dioxo-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-11-yl]oxycarbonyl]-2,3-dihydroxyphenoxy]-2,3,4-trihydroxybenzoate
• InChI: InChI=1S/C68H48O44/c69-10-29-46(86)55-57(109-64(99)17-7-25(75)43(83)51(91)35(17)33-15(62(97)107-55)5-23(73)41(81)49(33)89)67(104-29)111-59(94)12-1-20(70)38(78)27(2-12)103-28-9-19(37(77)53(93)45(28)85)66(101)112-68-58-56(108-63(98)16-6-24(74)42(82)50(90)34(16)36-18(65(100)110-58)8-26(76)44(84)52(36)92)54-30(105-68)11-102-60(95)13-3-21(71)39(79)47(87)31(13)32-14(61(96)106-54)4-22(72)40(80)48(32)88/h1-9,29-30,46,54-58,67-93H,10-11H2/t29-,30-,46-,54-,55+,56+,57-,58-,67-,68-/m1/s1
• InChI Key: WOWBSRRRBKLROB-WASZORBZSA-N
• Popularity: 2 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: 3.20
• Atomic LogP (AlogP): 1.75
• H-Bond Acceptor: 44
• H-Bond Donor: 25
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5492	54.92%
Caco-2	-	0.8564	85.64%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4835	48.35%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.7249	72.49%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9081	90.81%
P-glycoprotein inhibitior	+	0.7428	74.28%
P-glycoprotein substrate	+	0.5227	52.27%
CYP3A4 substrate	+	0.6646	66.46%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.8563	85.63%
CYP3A4 inhibition	-	0.9299	92.99%
CYP2C9 inhibition	-	0.9354	93.54%
CYP2C19 inhibition	-	0.8447	84.47%
CYP2D6 inhibition	-	0.9585	95.85%
CYP1A2 inhibition	-	0.9116	91.16%
CYP2C8 inhibition	+	0.7134	71.34%
CYP inhibitory promiscuity	-	0.9123	91.23%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7049	70.49%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8958	89.58%
Skin irritation	-	0.8414	84.14%
Skin corrosion	-	0.9642	96.42%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7343	73.43%
Micronuclear	+	0.6233	62.33%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8622	86.22%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7855	78.55%
Acute Oral Toxicity (c)	IV	0.4182	41.82%
Estrogen receptor binding	+	0.6779	67.79%
Androgen receptor binding	+	0.7127	71.27%
Thyroid receptor binding	+	0.6028	60.28%
Glucocorticoid receptor binding	+	0.6046	60.46%
Aromatase binding	+	0.6475	64.75%
PPAR gamma	+	0.7438	74.38%
Honey bee toxicity	-	0.7286	72.86%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6049	60.49%
Fish aquatic toxicity	+	0.8051	80.51%

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	99.15%	91.11%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.73%	96.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.69%	94.00%
CHEMBL3194	P02766	Transthyretin	91.90%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.70%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.70%	95.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.22%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.07%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.88%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.38%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.14%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.83%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.72%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.13%	96.61%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.90%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.50%	97.21%
CHEMBL220	P22303	Acetylcholinesterase	84.65%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.38%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	84.09%	94.73%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.74%	83.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.19%	95.50%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.82%	83.57%
CHEMBL2535	P11166	Glucose transporter	82.81%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	82.76%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.60%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.55%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.69%	99.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.51%	89.34%
CHEMBL340	P08684	Cytochrome P450 3A4	80.80%	91.19%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.33%	95.78%
CHEMBL5255	O00206	Toll-like receptor 4	80.27%	92.50%

Plants that contains it

• Potentilla erecta

Cross-Links

• PubChem: 162946568
• LOTUS: LTS0205303
• wikiData: Q105309726