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(1R,2R,20R,42S,46S)-7,8,9,12,13,14,25,26,27,30,31,32,35,36,37,46-hexadecahydroxy-15-[(1R,2R,20R,42S,46S)-7,8,9,12,13,14,25,26,27,30,31,32,35,36,37-pentadecahydroxy-4,17,22,40,44-pentaoxo-3,18,21,41,43-pentaoxanonacyclo[27.13.3.138,42.02,20.05,10.011,16.023,28.033,45.034,39]hexatetraconta-5,7,9,11,13,15,23,25,27,29(45),30,32,34(39),35,37-pentadecaen-46-yl]-3,18,21,41,43-pentaoxanonacyclo[27.13.3.138,42.02,20.05,10.011,16.023,28.033,45.034,39]hexatetraconta-5,7,9,11(16),12,14,23,25,27,29(45),30,32,34(39),35,37-pentadecaene-4,17,22,40,44-pentone

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 67395e74-ca02-43bb-9ceb-d7eed40646d2
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name (1R,2R,20R,42S,46S)-7,8,9,12,13,14,25,26,27,30,31,32,35,36,37,46-hexadecahydroxy-15-[(1R,2R,20R,42S,46S)-7,8,9,12,13,14,25,26,27,30,31,32,35,36,37-pentadecahydroxy-4,17,22,40,44-pentaoxo-3,18,21,41,43-pentaoxanonacyclo[27.13.3.138,42.02,20.05,10.011,16.023,28.033,45.034,39]hexatetraconta-5,7,9,11,13,15,23,25,27,29(45),30,32,34(39),35,37-pentadecaen-46-yl]-3,18,21,41,43-pentaoxanonacyclo[27.13.3.138,42.02,20.05,10.011,16.023,28.033,45.034,39]hexatetraconta-5,7,9,11(16),12,14,23,25,27,29(45),30,32,34(39),35,37-pentadecaene-4,17,22,40,44-pentone
SMILES (Canonical) C1C2C(C3C4C(C5=C(C(=C(C(=C5C(=O)O4)C6=C(C(=C(C(=C6C(=O)O3)C7=C(C(=C(C=C7C(=O)O2)O)O)O)O)O)O)O)O)O)C8=C(C(=C(C9=C8C(=O)OCC2C(C3C4C(C5=C(C(=C(C(=C5C(=O)O4)C4=C(C(=C(C(=C4C(=O)O3)C3=C(C(=C(C=C3C(=O)O2)O)O)O)O)O)O)O)O)O)O)OC(=O)C2=CC(=C(C(=C29)O)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]4[C@H](C5=C(C(=C(C(=C5C(=O)O4)C6=C(C(=C(C(=C6C(=O)O3)C7=C(C(=C(C=C7C(=O)O2)O)O)O)O)O)O)O)O)O)C8=C(C(=C(C9=C8C(=O)OC[C@@H]2[C@H]([C@H]3[C@@H]4[C@H](C5=C(C(=C(C(=C5C(=O)O4)C4=C(C(=C(C(=C4C(=O)O3)C3=C(C(=C(C=C3C(=O)O2)O)O)O)O)O)O)O)O)O)O)OC(=O)C2=CC(=C(C(=C29)O)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/C82H50O51/c83-13-1-8-20(46(93)41(13)88)21-9(2-14(84)42(89)47(21)94)76(117)128-67-18(6-124-73(8)114)126-74(115)10-3-15(85)43(90)48(95)22(10)26-36-28(54(101)62(109)52(26)99)29-38-33(59(106)65(112)55(29)102)34(69(130-79(38)120)71(67)132-80(36)121)32-35-25(51(98)64(111)58(32)105)24-12(5-17(87)45(92)50(24)97)77(118)129-68-19(7-125-78(35)119)127-75(116)11-4-16(86)44(91)49(96)23(11)27-37-30(56(103)63(110)53(27)100)31-39-40(60(107)66(113)57(31)104)61(108)70(131-82(39)123)72(68)133-81(37)122/h1-5,18-19,34,61,67-72,83-113H,6-7H2/t18-,19-,34+,61+,67-,68-,69+,70+,71+,72+/m1/s1
InChI Key QTCMAUFCWPWEDU-XAOVTHGKSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C82H50O51
Molecular Weight 1851.20 g/mol
Exact Mass 1850.1318972 g/mol
Topological Polar Surface Area (TPSA) 890.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.05
H-Bond Acceptor 51
H-Bond Donor 31
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,20R,42S,46S)-7,8,9,12,13,14,25,26,27,30,31,32,35,36,37,46-hexadecahydroxy-15-[(1R,2R,20R,42S,46S)-7,8,9,12,13,14,25,26,27,30,31,32,35,36,37-pentadecahydroxy-4,17,22,40,44-pentaoxo-3,18,21,41,43-pentaoxanonacyclo[27.13.3.138,42.02,20.05,10.011,16.023,28.033,45.034,39]hexatetraconta-5,7,9,11,13,15,23,25,27,29(45),30,32,34(39),35,37-pentadecaen-46-yl]-3,18,21,41,43-pentaoxanonacyclo[27.13.3.138,42.02,20.05,10.011,16.023,28.033,45.034,39]hexatetraconta-5,7,9,11(16),12,14,23,25,27,29(45),30,32,34(39),35,37-pentadecaene-4,17,22,40,44-pentone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6669 66.69%
Caco-2 - 0.8606 86.06%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.6402 64.02%
OATP2B1 inhibitior - 0.7182 71.82%
OATP1B1 inhibitior + 0.8233 82.33%
OATP1B3 inhibitior + 0.9523 95.23%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7409 74.09%
P-glycoprotein inhibitior + 0.7401 74.01%
P-glycoprotein substrate - 0.6362 63.62%
CYP3A4 substrate + 0.5965 59.65%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.8200 82.00%
CYP3A4 inhibition - 0.8881 88.81%
CYP2C9 inhibition - 0.8306 83.06%
CYP2C19 inhibition - 0.9066 90.66%
CYP2D6 inhibition - 0.9574 95.74%
CYP1A2 inhibition - 0.9081 90.81%
CYP2C8 inhibition + 0.5199 51.99%
CYP inhibitory promiscuity - 0.9016 90.16%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6899 68.99%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.8958 89.58%
Skin irritation - 0.7801 78.01%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis + 0.5946 59.46%
Human Ether-a-go-go-Related Gene inhibition + 0.7401 74.01%
Micronuclear + 0.7933 79.33%
Hepatotoxicity - 0.5948 59.48%
skin sensitisation - 0.8654 86.54%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity + 0.4513 45.13%
Acute Oral Toxicity (c) III 0.3487 34.87%
Estrogen receptor binding + 0.7128 71.28%
Androgen receptor binding + 0.7375 73.75%
Thyroid receptor binding + 0.5533 55.33%
Glucocorticoid receptor binding + 0.5455 54.55%
Aromatase binding + 0.5903 59.03%
PPAR gamma + 0.7420 74.20%
Honey bee toxicity - 0.6652 66.52%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.8870 88.70%

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 98.34% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 93.79% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.97% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.98% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.84% 99.15%
CHEMBL2581 P07339 Cathepsin D 89.00% 98.95%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 87.98% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.40% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.16% 99.23%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.54% 93.03%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.34% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.37% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.69% 95.89%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.59% 96.38%
CHEMBL4530 P00488 Coagulation factor XIII 83.33% 96.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.33% 100.00%

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.
Castanea crenata
Castanea sativa
Quercus petraea
Quercus robur

Cross-Links

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PubChem 101998420
LOTUS LTS0152716
wikiData Q104389424