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[(10R,11R,13R,14R,15S)-3,4,5,11,20,21,22-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-14-yl] 3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxy-2-[[(1R,2S,19R,20S,22R)-7,8,9,12,13,28,29,30,33,34,35-undecahydroxy-4,17,25,38-tetraoxo-20-(3,4,5-trihydroxybenzoyl)oxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.02,19.05,10.011,16.026,31.032,37]nonatriaconta-5,7,9,11,13,15,26,28,30,32,34,36-dodecaen-14-yl]oxy]benzoate

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

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Internal ID 371fef7c-4d6f-443b-a319-592eb7953adb
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(10R,11R,13R,14R,15S)-3,4,5,11,20,21,22-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-14-yl] 3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxy-2-[[(1R,2S,19R,20S,22R)-7,8,9,12,13,28,29,30,33,34,35-undecahydroxy-4,17,25,38-tetraoxo-20-(3,4,5-trihydroxybenzoyl)oxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.02,19.05,10.011,16.026,31.032,37]nonatriaconta-5,7,9,11,13,15,26,28,30,32,34,36-dodecaen-14-yl]oxy]benzoate
SMILES (Canonical) C1C2C(C3C(C(O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O3)O)O)O)O)O)OC7=C(C(=C(C=C7C(=O)OC8C(OC(C9C8OC(=O)C2=CC(=C(C(=C2C2=C(C(=C(C=C2C(=O)O9)O)O)O)O)O)O)O)CO)OC(=O)C2=CC(=C(C(=C2)O)O)O)O)O)OC(=O)C2=CC(=C(C(=C2C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O
SMILES (Isomeric) C1[C@@H]2[C@H]([C@H]3[C@H]([C@@H](O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O3)O)O)O)O)O)OC7=C(C(=C(C=C7C(=O)O[C@@H]8[C@H](O[C@H]([C@H]9[C@H]8OC(=O)C2=CC(=C(C(=C2C2=C(C(=C(C=C2C(=O)O9)O)O)O)O)O)O)O)CO)OC(=O)C2=CC(=C(C(=C2)O)O)O)O)O)OC(=O)C2=CC(=C(C(=C2C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O
InChI InChI=1S/C75H52O48/c76-12-34-59(61-63(74(111)115-34)121-71(108)20-9-31(85)47(91)54(98)39(20)38-18(69(106)119-61)7-29(83)46(90)53(38)97)117-73(110)22-11-33(114-65(102)14-1-23(77)42(86)24(78)2-14)50(94)57(101)58(22)113-32-10-21-41(56(100)49(32)93)40-19(8-30(84)48(92)55(40)99)70(107)120-62-60-35(116-75(64(62)122-72(21)109)123-66(103)15-3-25(79)43(87)26(80)4-15)13-112-67(104)16-5-27(81)44(88)51(95)36(16)37-17(68(105)118-60)6-28(82)45(89)52(37)96/h1-11,34-35,59-64,74-101,111H,12-13H2/t34-,35-,59-,60-,61+,62+,63-,64-,74-,75+/m1/s1
InChI Key OZVQDJVYMCYPAX-QWHYFGCJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C75H52O48
Molecular Weight 1721.20 g/mol
Exact Mass 1720.1628034 g/mol
Topological Polar Surface Area (TPSA) 811.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.38
H-Bond Acceptor 48
H-Bond Donor 27
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(10R,11R,13R,14R,15S)-3,4,5,11,20,21,22-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-14-yl] 3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxy-2-[[(1R,2S,19R,20S,22R)-7,8,9,12,13,28,29,30,33,34,35-undecahydroxy-4,17,25,38-tetraoxo-20-(3,4,5-trihydroxybenzoyl)oxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.02,19.05,10.011,16.026,31.032,37]nonatriaconta-5,7,9,11,13,15,26,28,30,32,34,36-dodecaen-14-yl]oxy]benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7618 76.18%
Caco-2 - 0.8562 85.62%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.4976 49.76%
OATP2B1 inhibitior - 0.8604 86.04%
OATP1B1 inhibitior - 0.3172 31.72%
OATP1B3 inhibitior + 0.9607 96.07%
MATE1 inhibitior - 0.5600 56.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8347 83.47%
P-glycoprotein inhibitior + 0.7423 74.23%
P-glycoprotein substrate + 0.6084 60.84%
CYP3A4 substrate + 0.6815 68.15%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.8527 85.27%
CYP3A4 inhibition - 0.8925 89.25%
CYP2C9 inhibition - 0.8784 87.84%
CYP2C19 inhibition - 0.8731 87.31%
CYP2D6 inhibition - 0.9287 92.87%
CYP1A2 inhibition - 0.9258 92.58%
CYP2C8 inhibition + 0.7622 76.22%
CYP inhibitory promiscuity - 0.8351 83.51%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6849 68.49%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.8958 89.58%
Skin irritation - 0.8474 84.74%
Skin corrosion - 0.9639 96.39%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7482 74.82%
Micronuclear + 0.6033 60.33%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8769 87.69%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.8897 88.97%
Acute Oral Toxicity (c) III 0.4037 40.37%
Estrogen receptor binding + 0.6834 68.34%
Androgen receptor binding + 0.7310 73.10%
Thyroid receptor binding + 0.5992 59.92%
Glucocorticoid receptor binding + 0.6008 60.08%
Aromatase binding + 0.6295 62.95%
PPAR gamma + 0.7478 74.78%
Honey bee toxicity - 0.6541 65.41%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5649 56.49%
Fish aquatic toxicity + 0.7999 79.99%

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 99.15% 91.11%
CHEMBL220 P22303 Acetylcholinesterase 98.35% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.42% 94.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 94.23% 95.17%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 93.55% 83.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.68% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 92.40% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.01% 99.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.59% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.55% 89.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 90.49% 97.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.49% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.25% 95.56%
CHEMBL2581 P07339 Cathepsin D 87.90% 98.95%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.52% 98.75%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.13% 96.61%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.91% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.28% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.15% 99.15%
CHEMBL3194 P02766 Transthyretin 83.13% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 82.83% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.78% 96.09%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.59% 95.78%
CHEMBL1951 P21397 Monoamine oxidase A 82.22% 91.49%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.55% 92.62%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.00% 91.71%

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.
Monochaetum multiflorum

Cross-Links

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PubChem 163191747
LOTUS LTS0219672
wikiData Q105232655