[(11R,12S,13R,31R,33S,50R,51S,52R,53R,55S)-4,5,6,18,19,20,23,24,25,38,39,43,44,45,52,60,61-heptadecahydroxy-53-(hydroxymethyl)-9,15,28,35,48,57-hexaoxo-12-(3,4,5-trihydroxybenzoyl)oxy-2,10,14,29,32,34,41,49,54,56-decaoxadecacyclo[56.3.1.136,40.03,8.011,33.013,31.016,21.022,27.042,47.050,55]trihexaconta-1(62),3,5,7,16,18,20,22,24,26,36,38,40(63),42,44,46,58,60-octadecaen-51-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 18311719-8d47-45cd-a7c8-c786b984e765
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(11R,12S,13R,31R,33S,50R,51S,52R,53R,55S)-4,5,6,18,19,20,23,24,25,38,39,43,44,45,52,60,61-heptadecahydroxy-53-(hydroxymethyl)-9,15,28,35,48,57-hexaoxo-12-(3,4,5-trihydroxybenzoyl)oxy-2,10,14,29,32,34,41,49,54,56-decaoxadecacyclo[56.3.1.136,40.03,8.011,33.013,31.016,21.022,27.042,47.050,55]trihexaconta-1(62),3,5,7,16,18,20,22,24,26,36,38,40(63),42,44,46,58,60-octadecaen-51-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C2C(C(C3C(O2)OC(=O)C4=CC(=C(C(=C4)OC5=C(C(=C(C=C5C(=O)OC6C(C(C(OC6OC(=O)C7=CC(=C(C(=C7)OC8=C(C(=C(C=C8C(=O)O3)O)O)O)O)O)CO)O)OC(=O)C9=CC(=C(C(=C9)O)O)O)O)O)O)O)O)OC(=O)C2=CC(=C(C(=C2)O)O)O)OC(=O)C2=CC(=C(C(=C2C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]2[C@H]([C@@H]([C@@H]3[C@@H](O2)OC(=O)C4=CC(=C(C(=C4)OC5=C(C(=C(C=C5C(=O)O[C@@H]6[C@H]([C@@H]([C@H](O[C@H]6OC(=O)C7=CC(=C(C(=C7)OC8=C(C(=C(C=C8C(=O)O3)O)O)O)O)O)CO)O)OC(=O)C9=CC(=C(C(=C9)O)O)O)O)O)O)O)O)OC(=O)C2=CC(=C(C(=C2)O)O)O)OC(=O)C2=CC(=C(C(=C2C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O
• InChI: InChI=1S/C68H50O44/c69-13-35-47(88)55(107-59(93)15-1-23(70)39(80)24(71)2-15)57-67(104-35)111-61(95)17-5-27(74)41(82)33(7-17)103-53-22(12-32(79)46(87)51(53)92)66(100)110-58-56(108-60(94)16-3-25(72)40(81)26(73)4-16)54-36(14-101-63(97)19-9-29(76)43(84)48(89)37(19)38-20(64(98)106-54)10-30(77)44(85)49(38)90)105-68(58)112-62(96)18-6-28(75)42(83)34(8-18)102-52-21(65(99)109-57)11-31(78)45(86)50(52)91/h1-12,35-36,47,54-58,67-92H,13-14H2/t35-,36-,47-,54-,55+,56+,57-,58-,67+,68+/m1/s1
• InChI Key: KMLBHKVZFLDBQK-SHIPKOKOSA-N
• Popularity: 1 reference 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): 733.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 44
• H-Bond Donor: 24
• Rotatable Bonds: 5

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	-	0.8576	85.76%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4835	48.35%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.7238	72.38%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9110	91.10%
P-glycoprotein inhibitior	+	0.7426	74.26%
P-glycoprotein substrate	+	0.5888	58.88%
CYP3A4 substrate	+	0.6803	68.03%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8383	83.83%
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	+	0.7543	75.43%
CYP inhibitory promiscuity	-	0.9123	91.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7049	70.49%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8957	89.57%
Skin irritation	-	0.8414	84.14%
Skin corrosion	-	0.9642	96.42%
Ames mutagenesis	+	0.5246	52.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7448	74.48%
Micronuclear	+	0.6233	62.33%
Hepatotoxicity	-	0.6217	62.17%
skin sensitisation	-	0.8622	86.22%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7985	79.85%
Acute Oral Toxicity (c)	IV	0.4182	41.82%
Estrogen receptor binding	+	0.6911	69.11%
Androgen receptor binding	+	0.7166	71.66%
Thyroid receptor binding	+	0.5876	58.76%
Glucocorticoid receptor binding	+	0.6079	60.79%
Aromatase binding	+	0.6191	61.91%
PPAR gamma	+	0.7444	74.44%
Honey bee toxicity	-	0.7089	70.89%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
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	99.40%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.90%	91.49%
CHEMBL2581	P07339	Cathepsin D	93.25%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.27%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.72%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.24%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.68%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.64%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.26%	86.33%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.30%	83.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.04%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.41%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.33%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.53%	93.40%
CHEMBL3401	O75469	Pregnane X receptor	83.02%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.89%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.42%	95.89%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.32%	80.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.17%	99.15%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.70%	100.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.62%	96.37%
CHEMBL5255	O00206	Toll-like receptor 4	80.21%	92.50%

Plants that contains it

• Endiandra introrsa
• Endiandra jonesii

Cross-Links

• PubChem: 16143500
• LOTUS: LTS0083371
• wikiData: Q105202710