[(1S,19R,21S,22R,23R)-6,7,8,11,12,13,23-heptahydroxy-3,16-dioxo-21-(3,4,5-trihydroxybenzoyl)oxy-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4,6,8,10,12,14-hexaen-22-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 55f2d2b9-8b24-45b9-8313-de3c2c3b3d43
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(1S,19R,21S,22R,23R)-6,7,8,11,12,13,23-heptahydroxy-3,16-dioxo-21-(3,4,5-trihydroxybenzoyl)oxy-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4,6,8,10,12,14-hexaen-22-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O1)O)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O1)O)O)O)O)O)O)O
• InChI: InChI=1S/C34H26O22/c35-12-1-8(2-13(36)21(12)41)30(48)55-29-28-25(45)18(53-34(29)56-31(49)9-3-14(37)22(42)15(38)4-9)7-52-32(50)10-5-16(39)23(43)26(46)19(10)20-11(33(51)54-28)6-17(40)24(44)27(20)47/h1-6,18,25,28-29,34-47H,7H2/t18-,25-,28+,29-,34+/m1/s1
• InChI Key: LKIUIJRRMWFBBL-BVDVGXJCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₂₆O₂₂
• Molecular Weight: 786.60 g/mol
• Exact Mass: 786.09157245 g/mol
• Topological Polar Surface Area (TPSA): 377.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.69
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6364	63.64%
Caco-2	-	0.8896	88.96%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5868	58.68%
OATP2B1 inhibitior	-	0.5620	56.20%
OATP1B1 inhibitior	+	0.6963	69.63%
OATP1B3 inhibitior	+	0.9166	91.66%
MATE1 inhibitior	-	0.5200	52.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8530	85.30%
P-glycoprotein inhibitior	+	0.7380	73.80%
P-glycoprotein substrate	-	0.7293	72.93%
CYP3A4 substrate	+	0.6225	62.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8374	83.74%
CYP3A4 inhibition	-	0.9116	91.16%
CYP2C9 inhibition	-	0.9083	90.83%
CYP2C19 inhibition	-	0.8377	83.77%
CYP2D6 inhibition	-	0.9575	95.75%
CYP1A2 inhibition	-	0.8596	85.96%
CYP2C8 inhibition	+	0.5625	56.25%
CYP inhibitory promiscuity	-	0.9485	94.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7032	70.32%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8620	86.20%
Skin irritation	-	0.7789	77.89%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7530	75.30%
Micronuclear	+	0.7833	78.33%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8461	84.61%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8815	88.15%
Acute Oral Toxicity (c)	III	0.4887	48.87%
Estrogen receptor binding	+	0.7734	77.34%
Androgen receptor binding	+	0.6995	69.95%
Thyroid receptor binding	-	0.5056	50.56%
Glucocorticoid receptor binding	+	0.5429	54.29%
Aromatase binding	-	0.5891	58.91%
PPAR gamma	+	0.6935	69.35%
Honey bee toxicity	-	0.8099	80.99%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8983	89.83%

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	98.99%	91.11%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	93.70%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.85%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	91.35%	91.49%
CHEMBL2581	P07339	Cathepsin D	90.24%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.47%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.97%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.09%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.02%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.31%	99.17%
CHEMBL3194	P02766	Transthyretin	85.30%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.18%	85.14%
CHEMBL4208	P20618	Proteasome component C5	84.14%	90.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.80%	92.50%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.78%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.51%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.34%	99.23%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.87%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	81.72%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.98%	99.15%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.45%	92.62%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.35%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.25%	100.00%

Plants that contains it

• Aframomum limbatum
• Andrographis paniculata
• Aristolochia zollingeriana
• Balanophora involucrata
• Bartramia pomiformis
• Beilschmiedia anacardioides
• Cedrus libani
• Cephalaria kotschyi
• Cerinthe minor
• Craspidospermum verticillatum
• Dioscorea japonica
• Ehretia dicksonii
• Excoecaria agallocha
• Hypericum ascyron
• Ixeris stolonifera
• Jacobaea renardii
• Khaya ivorensis
• Khaya senegalensis
• Larix gmelinii var. gmelinii
• Lotus japonicus
• Lupinus verbasciformis
• Mallotus japonicus
• Melaleuca rhaphiophylla
• Phyllanthus niruri
• Senna siamea
• Sextonia rubra
• Triaenophora rupestris
• Virola multinervia

Cross-Links

• PubChem: 14284664
• NPASS: NPC311389
• LOTUS: LTS0104297
• wikiData: Q105153069