[(10R,11S,13S,14R,15S)-3,4,5,14,20,21,22-heptahydroxy-13-(hydroxymethyl)-8,17-dioxo-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-11-yl] 2-[(10R,11S,13R,14R,15S)-3,4,5,14,20,21,22-heptahydroxy-13-(hydroxymethyl)-8,17-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2(7),3,5,18,20-hexaen-6-yl]-3,4,5-trihydroxybenzoate

Details

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Internal ID ffd3c2c3-c683-4154-83e4-b86df7ce4a56
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(10R,11S,13S,14R,15S)-3,4,5,14,20,21,22-heptahydroxy-13-(hydroxymethyl)-8,17-dioxo-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-11-yl] 2-[(10R,11S,13R,14R,15S)-3,4,5,14,20,21,22-heptahydroxy-13-(hydroxymethyl)-8,17-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2(7),3,5,18,20-hexaen-6-yl]-3,4,5-trihydroxybenzoate
SMILES (Canonical) C1=C(C=C(C(=C1O)O)O)C(=O)OC2C3C(C(C(O2)CO)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C(=C5O)O)O)C6=C(C(=C(C=C6C(=O)OC7C8C(C(C(O7)CO)O)OC(=O)C9=CC(=C(C(=C9C1=C(C(=C(C=C1C(=O)O8)O)O)O)O)O)O)O)O)O)C(=O)O3)O)O)O
SMILES (Isomeric) C1=C(C=C(C(=C1O)O)O)C(=O)O[C@H]2[C@H]3[C@H]([C@@H]([C@H](O2)CO)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C(=C5O)O)O)C6=C(C(=C(C=C6C(=O)O[C@H]7[C@H]8[C@H]([C@@H]([C@@H](O7)CO)O)OC(=O)C9=CC(=C(C(=C9C1=C(C(=C(C=C1C(=O)O8)O)O)O)O)O)O)O)O)O)C(=O)O3)O)O)O
InChI InChI=1S/C54H42O36/c55-7-20-35(69)44-46(53(83-20)89-47(77)9-1-14(57)29(63)15(58)2-9)88-52(82)28-26(24-12(49(79)86-44)5-18(61)32(66)38(24)72)40(74)42(76)41(75)27(28)25-13(6-19(62)33(67)39(25)73)51(81)90-54-45-43(34(68)21(8-56)84-54)85-48(78)10-3-16(59)30(64)36(70)22(10)23-11(50(80)87-45)4-17(60)31(65)37(23)71/h1-6,20-21,34-35,43-46,53-76H,7-8H2/t20-,21+,34-,35-,43+,44+,45-,46-,53+,54+/m1/s1
InChI Key OWXHVMVKLNSMBM-HDGGJVDNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C54H42O36
Molecular Weight 1266.90 g/mol
Exact Mass 1266.1455776 g/mol
Topological Polar Surface Area (TPSA) 621.00 Ų
XlogP 0.90
Atomic LogP (AlogP) -0.61
H-Bond Acceptor 36
H-Bond Donor 22
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(10R,11S,13S,14R,15S)-3,4,5,14,20,21,22-heptahydroxy-13-(hydroxymethyl)-8,17-dioxo-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-11-yl] 2-[(10R,11S,13R,14R,15S)-3,4,5,14,20,21,22-heptahydroxy-13-(hydroxymethyl)-8,17-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2(7),3,5,18,20-hexaen-6-yl]-3,4,5-trihydroxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4647 46.47%
Caco-2 - 0.8639 86.39%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.5518 55.18%
OATP2B1 inhibitior - 0.7128 71.28%
OATP1B1 inhibitior - 0.3994 39.94%
OATP1B3 inhibitior + 0.9428 94.28%
MATE1 inhibitior - 0.5600 56.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.6837 68.37%
P-glycoprotein inhibitior + 0.7354 73.54%
P-glycoprotein substrate - 0.7257 72.57%
CYP3A4 substrate + 0.6173 61.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8395 83.95%
CYP3A4 inhibition - 0.9322 93.22%
CYP2C9 inhibition - 0.9194 91.94%
CYP2C19 inhibition - 0.8813 88.13%
CYP2D6 inhibition - 0.9676 96.76%
CYP1A2 inhibition - 0.9263 92.63%
CYP2C8 inhibition + 0.6326 63.26%
CYP inhibitory promiscuity - 0.8671 86.71%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7119 71.19%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.8951 89.51%
Skin irritation - 0.8414 84.14%
Skin corrosion - 0.9622 96.22%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7140 71.40%
Micronuclear + 0.6733 67.33%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8971 89.71%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.7069 70.69%
Acute Oral Toxicity (c) IV 0.4681 46.81%
Estrogen receptor binding + 0.7208 72.08%
Androgen receptor binding + 0.6520 65.20%
Thyroid receptor binding + 0.5478 54.78%
Glucocorticoid receptor binding - 0.4668 46.68%
Aromatase binding + 0.5977 59.77%
PPAR gamma + 0.7308 73.08%
Honey bee toxicity - 0.7947 79.47%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6250 62.50%
Fish aquatic toxicity + 0.8428 84.28%

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 99.36% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.25% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 93.12% 91.49%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 91.29% 89.34%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.49% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.45% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.75% 86.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.57% 96.21%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 89.47% 95.17%
CHEMBL3401 O75469 Pregnane X receptor 89.34% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.66% 94.00%
CHEMBL3194 P02766 Transthyretin 87.78% 90.71%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 87.74% 83.00%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 86.01% 95.64%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.85% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.95% 99.15%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.63% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.88% 96.09%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.78% 97.21%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.05% 86.92%
CHEMBL2535 P11166 Glucose transporter 81.30% 98.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.10% 96.95%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 80.83% 80.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.51% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.44% 92.62%
CHEMBL4530 P00488 Coagulation factor XIII 80.08% 96.00%

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.
Rhoiptelea chiliantha

Cross-Links

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PubChem 163028215
LOTUS LTS0274448
wikiData Q105202380