3,4,5-Trihydroxy-2-[(7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-6-yl)oxy]benzamide

Details

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Internal ID 0f113b2a-f91b-435d-a3f1-8fe5d9e50a25
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name 3,4,5-trihydroxy-2-[(7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-6-yl)oxy]benzamide
SMILES (Canonical) C1=C2C3=C(C(=C1O)O)OC(=O)C4=CC(=C(C(=C43)OC2=O)O)OC5=C(C(=C(C=C5C(=O)N)O)O)O
SMILES (Isomeric) C1=C2C3=C(C(=C1O)O)OC(=O)C4=CC(=C(C(=C43)OC2=O)O)OC5=C(C(=C(C=C5C(=O)N)O)O)O
InChI InChI=1S/C21H11NO12/c22-19(29)6-2-7(23)12(25)15(28)16(6)32-9-3-5-11-10-4(20(30)34-18(11)14(9)27)1-8(24)13(26)17(10)33-21(5)31/h1-3,23-28H,(H2,22,29)
InChI Key HXPMHHCHJJHAOY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H11NO12
Molecular Weight 469.30 g/mol
Exact Mass 469.02812479 g/mol
Topological Polar Surface Area (TPSA) 226.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 1.62
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3,4,5-Trihydroxy-2-[(7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-6-yl)oxy]benzamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6155 61.55%
Caco-2 - 0.9251 92.51%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.4091 40.91%
OATP2B1 inhibitior + 0.5768 57.68%
OATP1B1 inhibitior + 0.9209 92.09%
OATP1B3 inhibitior + 0.9542 95.42%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.6566 65.66%
P-glycoprotein inhibitior - 0.6237 62.37%
P-glycoprotein substrate - 0.8367 83.67%
CYP3A4 substrate - 0.5242 52.42%
CYP2C9 substrate - 0.7957 79.57%
CYP2D6 substrate - 0.8662 86.62%
CYP3A4 inhibition - 0.9060 90.60%
CYP2C9 inhibition - 0.9645 96.45%
CYP2C19 inhibition - 0.9194 91.94%
CYP2D6 inhibition - 0.9341 93.41%
CYP1A2 inhibition - 0.7174 71.74%
CYP2C8 inhibition + 0.5170 51.70%
CYP inhibitory promiscuity - 0.9590 95.90%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5754 57.54%
Eye corrosion - 0.9942 99.42%
Eye irritation - 0.6226 62.26%
Skin irritation - 0.8247 82.47%
Skin corrosion - 0.9656 96.56%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4425 44.25%
Micronuclear + 0.8400 84.00%
Hepatotoxicity - 0.5429 54.29%
skin sensitisation - 0.8725 87.25%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.9108 91.08%
Acute Oral Toxicity (c) III 0.5730 57.30%
Estrogen receptor binding + 0.8360 83.60%
Androgen receptor binding + 0.7528 75.28%
Thyroid receptor binding + 0.6065 60.65%
Glucocorticoid receptor binding + 0.8356 83.56%
Aromatase binding + 0.6181 61.81%
PPAR gamma + 0.8509 85.09%
Honey bee toxicity - 0.8931 89.31%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6149 61.49%
Fish aquatic toxicity + 0.6881 68.81%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 99.73% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.61% 94.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 93.25% 89.34%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.51% 95.56%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 92.17% 94.42%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.24% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.61% 99.15%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 90.30% 98.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.64% 89.00%
CHEMBL3194 P02766 Transthyretin 87.59% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.02% 99.17%
CHEMBL2535 P11166 Glucose transporter 85.73% 98.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.41% 92.94%
CHEMBL3474 P14555 Phospholipase A2 group IIA 84.29% 94.05%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.36% 99.23%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 83.17% 83.57%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Epilobium hirsutum

Cross-Links

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PubChem 163032352
LOTUS LTS0230726
wikiData Q104667519