2-[[(1S,19R,21S,22R,23R)-6,7,8,11,12,22,23-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-13-yl]oxy]-3,4,5-trihydroxybenzoic acid

Details

• Internal ID: cee53c04-2d0b-4fc2-9720-08bf21f56881
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 2-[[(1S,19R,21S,22R,23R)-6,7,8,11,12,22,23-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-13-yl]oxy]-3,4,5-trihydroxybenzoic acid
• SMILES (Canonical): C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O1)OC6=C(C(=C(C=C6C(=O)O)O)O)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)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O1)OC6=C(C(=C(C=C6C(=O)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C34H26O23/c35-11-1-7(2-12(36)19(11)39)31(50)57-34-27(47)29-23(43)16(55-34)6-53-32(51)9-5-15(54-28-10(30(48)49)4-14(38)21(41)26(28)46)22(42)25(45)18(9)17-8(33(52)56-29)3-13(37)20(40)24(17)44/h1-5,16,23,27,29,34-47H,6H2,(H,48,49)/t16-,23-,27-,29+,34+/m1/s1
• InChI Key: XFKDUNXJRVJLRK-GEFDNOIESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₂₆O₂₃
• Molecular Weight: 802.60 g/mol
• Exact Mass: 802.08648707 g/mol
• Topological Polar Surface Area (TPSA): 398.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.61
• H-Bond Acceptor: 22
• H-Bond Donor: 14
• Rotatable Bonds: 5

Synonyms

• BDBM50469570

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6364	63.64%
Caco-2	-	0.8909	89.09%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5868	58.68%
OATP2B1 inhibitior	-	0.5715	57.15%
OATP1B1 inhibitior	+	0.7699	76.99%
OATP1B3 inhibitior	+	0.9166	91.66%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7798	77.98%
P-glycoprotein inhibitior	+	0.6946	69.46%
P-glycoprotein substrate	-	0.5964	59.64%
CYP3A4 substrate	+	0.6259	62.59%
CYP2C9 substrate	-	0.7967	79.67%
CYP2D6 substrate	-	0.8607	86.07%
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	+	0.7903	79.03%
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	-	0.8785	87.85%
Skin irritation	-	0.7789	77.89%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3756	37.56%
Micronuclear	+	0.7833	78.33%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8461	84.61%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8366	83.66%
Acute Oral Toxicity (c)	III	0.4887	48.87%
Estrogen receptor binding	+	0.7445	74.45%
Androgen receptor binding	+	0.6657	66.57%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4739	47.39%
Aromatase binding	+	0.5203	52.03%
PPAR gamma	+	0.6765	67.65%
Honey bee toxicity	-	0.7761	77.61%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
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	97.40%	91.11%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	95.91%	83.00%
CHEMBL3194	P02766	Transthyretin	93.25%	90.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	92.82%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.50%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.29%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.29%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.02%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	90.30%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.24%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.86%	86.33%
CHEMBL230	P35354	Cyclooxygenase-2	87.30%	89.63%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	86.37%	96.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.16%	95.78%
CHEMBL2535	P11166	Glucose transporter	85.88%	98.75%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.20%	87.67%
CHEMBL2581	P07339	Cathepsin D	85.14%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.92%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.31%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.22%	96.21%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.98%	95.17%
CHEMBL1811	P34995	Prostanoid EP1 receptor	83.04%	95.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.00%	97.21%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	81.12%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.90%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.75%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.26%	95.89%

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
• Euphorbia thymifolia
• Hypericum ascyron
• Ixeris stolonifera
• Jacobaea renardii
• Khaya ivorensis
• Khaya senegalensis
• Larix gmelinii var. gmelinii
• Lotus japonicus
• Lupinus verbasciformis
• Mallotus japonicus
• Melaleuca rhaphiophylla
• Senna siamea
• Sextonia rubra
• Triaenophora rupestris
• Virola multinervia

Cross-Links

• PubChem: 46905124
• NPASS: NPC261623
• ChEMBL: CHEMBL1159468
• LOTUS: LTS0186403
• wikiData: Q105327074