(3,4,5,11,12,21,22,23-Octahydroxy-8,18-dioxo-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-13-yl) 2-[7,8,9,12,13,14,28,29,30,33,34,35-dodecahydroxy-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(16),12,14,26,28,30,32,34,36-dodecaen-15-yl]-3,4,5-trihydroxybenzoate

Details

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Internal ID 8d4bc508-cc6f-4279-8590-1e465117fde7
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name (3,4,5,11,12,21,22,23-octahydroxy-8,18-dioxo-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-13-yl) 2-[7,8,9,12,13,14,28,29,30,33,34,35-dodecahydroxy-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(16),12,14,26,28,30,32,34,36-dodecaen-15-yl]-3,4,5-trihydroxybenzoate
SMILES (Canonical) C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3C4=C(C(=C(C5=C4C(=O)OC6C(C7C(COC(=O)C8=CC(=C(C(=C8C9=C(C(=C(C=C9C(=O)O7)O)O)O)O)O)O)OC6OC(=O)C2=CC(=C(C(=C2)O)O)O)OC(=O)C2=CC(=C(C(=C25)O)O)O)O)O)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) C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3C4=C(C(=C(C5=C4C(=O)OC6C(C7C(COC(=O)C8=CC(=C(C(=C8C9=C(C(=C(C=C9C(=O)O7)O)O)O)O)O)O)OC6OC(=O)C2=CC(=C(C(=C2)O)O)O)OC(=O)C2=CC(=C(C(=C25)O)O)O)O)O)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/C68H48O44/c69-18-1-11(2-19(70)37(18)77)59(95)111-68-58-57(56-27(106-68)10-104-61(97)13-4-21(72)39(79)45(85)29(13)31-15(63(99)108-56)6-23(74)41(81)47(31)87)109-64(100)16-7-24(75)42(82)48(88)32(16)34-36(66(102)110-58)35(51(91)52(92)50(34)90)33-17(8-25(76)43(83)49(33)89)65(101)112-67-54(94)53(93)55-26(105-67)9-103-60(96)12-3-20(71)38(78)44(84)28(12)30-14(62(98)107-55)5-22(73)40(80)46(30)86/h1-8,26-27,53-58,67-94H,9-10H2
InChI Key GFNGHXNZIKQQFP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C68H48O44
Molecular Weight 1569.10 g/mol
Exact Mass 1568.1518448 g/mol
Topological Polar Surface Area (TPSA) 755.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.33
H-Bond Acceptor 44
H-Bond Donor 26
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3,4,5,11,12,21,22,23-Octahydroxy-8,18-dioxo-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-13-yl) 2-[7,8,9,12,13,14,28,29,30,33,34,35-dodecahydroxy-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(16),12,14,26,28,30,32,34,36-dodecaen-15-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 - 0.5715 57.15%
Caco-2 - 0.8573 85.73%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.6466 64.66%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior + 0.7507 75.07%
OATP1B3 inhibitior + 0.9671 96.71%
MATE1 inhibitior - 0.5600 56.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7868 78.68%
P-glycoprotein inhibitior + 0.7415 74.15%
P-glycoprotein substrate - 0.5247 52.47%
CYP3A4 substrate + 0.6560 65.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8407 84.07%
CYP3A4 inhibition - 0.8973 89.73%
CYP2C9 inhibition - 0.7610 76.10%
CYP2C19 inhibition - 0.8328 83.28%
CYP2D6 inhibition - 0.9256 92.56%
CYP1A2 inhibition - 0.8879 88.79%
CYP2C8 inhibition + 0.7260 72.60%
CYP inhibitory promiscuity - 0.8132 81.32%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6485 64.85%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.8958 89.58%
Skin irritation - 0.8232 82.32%
Skin corrosion - 0.9513 95.13%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7406 74.06%
Micronuclear + 0.7733 77.33%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8976 89.76%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.6377 63.77%
Acute Oral Toxicity (c) III 0.4319 43.19%
Estrogen receptor binding + 0.7032 70.32%
Androgen receptor binding + 0.7103 71.03%
Thyroid receptor binding + 0.5916 59.16%
Glucocorticoid receptor binding + 0.5942 59.42%
Aromatase binding + 0.6180 61.80%
PPAR gamma + 0.7397 73.97%
Honey bee toxicity - 0.7369 73.69%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9050 90.50%

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 99.11% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 96.26% 91.49%
CHEMBL2581 P07339 Cathepsin D 93.77% 98.95%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 93.64% 95.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.60% 89.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 91.78% 83.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.25% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.15% 99.23%
CHEMBL2535 P11166 Glucose transporter 89.96% 98.75%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 89.73% 97.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.72% 94.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 88.32% 96.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.43% 97.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.41% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.02% 99.17%
CHEMBL3194 P02766 Transthyretin 85.85% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 85.45% 94.73%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.82% 96.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.44% 99.15%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.97% 96.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.67% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.92% 100.00%
CHEMBL4530 P00488 Coagulation factor XIII 81.81% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.52% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 81.35% 91.19%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.86% 93.03%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.59% 89.34%

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 163045525
LOTUS LTS0273054
wikiData Q105007656