PlantaeDB Logo
Login Sign-up

[(10R,11S,12R,13S,15R)-11,13-bis[[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxybenzoyl]oxy]-3,4,5,21,22,23-hexahydroxy-8,18-dioxo-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-12-yl] 3,4,5-trihydroxybenzoate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID 244df0e5-a99d-49ba-8e81-679d98ea56ce
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(10R,11S,12R,13S,15R)-11,13-bis[[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxybenzoyl]oxy]-3,4,5,21,22,23-hexahydroxy-8,18-dioxo-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-12-yl] 3,4,5-trihydroxybenzoate
SMILES (Canonical) C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)OC(=O)C4=CC(=C(C(=C4)O)O)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6)OC(=O)C7=CC(=C(C(=C7)O)O)O)O)O)OC(=O)C8=CC(=C(C(=C8C9=C(C(=C(C=C9C(=O)O1)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)OC(=O)C4=CC(=C(C(=C4)O)O)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6)OC(=O)C7=CC(=C(C(=C7)O)O)O)O)O)OC(=O)C8=CC(=C(C(=C8C9=C(C(=C(C=C9C(=O)O1)O)O)O)O)O)O
InChI InChI=1S/C55H38O34/c56-21-1-14(2-22(57)36(21)66)48(75)83-31-9-17(7-27(62)39(31)69)51(78)87-46-45-33(13-82-53(80)19-11-29(64)41(71)43(73)34(19)35-20(54(81)86-45)12-30(65)42(72)44(35)74)85-55(47(46)88-50(77)16-5-25(60)38(68)26(61)6-16)89-52(79)18-8-28(63)40(70)32(10-18)84-49(76)15-3-23(58)37(67)24(59)4-15/h1-12,33,45-47,55-74H,13H2/t33-,45-,46+,47-,55+/m1/s1
InChI Key LUSAYQQEXUHAJA-BLDXNIAZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C55H38O34
Molecular Weight 1242.90 g/mol
Exact Mass 1242.1244483 g/mol
Topological Polar Surface Area (TPSA) 578.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 2.93
H-Bond Acceptor 34
H-Bond Donor 19
Rotatable Bonds 10

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(10R,11S,12R,13S,15R)-11,13-bis[[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxybenzoyl]oxy]-3,4,5,21,22,23-hexahydroxy-8,18-dioxo-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-12-yl] 3,4,5-trihydroxybenzoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6260 62.60%
Caco-2 - 0.8677 86.77%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6215 62.15%
OATP2B1 inhibitior - 0.7118 71.18%
OATP1B1 inhibitior + 0.6845 68.45%
OATP1B3 inhibitior + 0.9124 91.24%
MATE1 inhibitior + 0.5800 58.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7907 79.07%
P-glycoprotein inhibitior + 0.7451 74.51%
P-glycoprotein substrate - 0.6002 60.02%
CYP3A4 substrate + 0.6245 62.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8442 84.42%
CYP3A4 inhibition - 0.8556 85.56%
CYP2C9 inhibition - 0.8626 86.26%
CYP2C19 inhibition - 0.8499 84.99%
CYP2D6 inhibition - 0.9371 93.71%
CYP1A2 inhibition - 0.8350 83.50%
CYP2C8 inhibition + 0.6794 67.94%
CYP inhibitory promiscuity - 0.9047 90.47%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6996 69.96%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.8919 89.19%
Skin irritation - 0.7725 77.25%
Skin corrosion - 0.9531 95.31%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7002 70.02%
Micronuclear + 0.7933 79.33%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.8273 82.73%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8587 85.87%
Acute Oral Toxicity (c) III 0.5277 52.77%
Estrogen receptor binding + 0.7358 73.58%
Androgen receptor binding + 0.7397 73.97%
Thyroid receptor binding + 0.5498 54.98%
Glucocorticoid receptor binding - 0.4649 46.49%
Aromatase binding + 0.5745 57.45%
PPAR gamma + 0.7324 73.24%
Honey bee toxicity - 0.7259 72.59%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.8919 89.19%

Targets

Top

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 98.64% 91.11%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 94.31% 83.00%
CHEMBL1951 P21397 Monoamine oxidase A 94.04% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.80% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.98% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.84% 94.00%
CHEMBL3194 P02766 Transthyretin 88.88% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.84% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.68% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.21% 99.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.29% 96.95%
CHEMBL2581 P07339 Cathepsin D 85.78% 98.95%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.34% 97.21%
CHEMBL4208 P20618 Proteasome component C5 83.94% 90.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.95% 92.62%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 82.45% 95.17%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.17% 96.21%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 82.14% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.98% 91.19%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.46% 99.15%

Plants that contains it

Top
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.
Geranium sanguineum

Cross-Links

Top
PubChem 163028160
LOTUS LTS0007219
wikiData Q105157602