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(1S,8R,9S,16S,18R,27R)-9-(3,4-dihydroxyphenyl)-5,8,16,21,23-pentahydroxy-2,10,17,26-tetraoxaheptacyclo[14.11.1.01,13.03,12.06,11.018,27.020,25]octacosa-3(12),4,6(11),13,20,22,24-heptaen-15-one

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 0445ea9c-4abc-421f-a2af-a3207a07a5d8
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins
IUPAC Name (1S,8R,9S,16S,18R,27R)-9-(3,4-dihydroxyphenyl)-5,8,16,21,23-pentahydroxy-2,10,17,26-tetraoxaheptacyclo[14.11.1.01,13.03,12.06,11.018,27.020,25]octacosa-3(12),4,6(11),13,20,22,24-heptaen-15-one
SMILES (Canonical) C1C(C(OC2=C1C(=CC3=C2C4=CC(=O)C5(CC4(O3)C6C(O5)CC7=C(C=C(C=C7O6)O)O)O)O)C8=CC(=C(C=C8)O)O)O
SMILES (Isomeric) C1[C@H]([C@@H](OC2=C1C(=CC3=C2C4=CC(=O)[C@@]5(C[C@@]4(O3)[C@H]6[C@H](O5)CC7=C(C=C(C=C7O6)O)O)O)O)C8=CC(=C(C=C8)O)O)O
InChI InChI=1S/C30H24O12/c31-12-4-17(33)13-7-23-28(39-21(13)5-12)29-10-30(38,42-23)24(37)8-15(29)25-22(41-29)9-18(34)14-6-20(36)26(40-27(14)25)11-1-2-16(32)19(35)3-11/h1-5,8-9,20,23,26,28,31-36,38H,6-7,10H2/t20-,23-,26+,28-,29+,30+/m1/s1
InChI Key XNGZKGIFXTWBFN-JYHBIOJMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H24O12
Molecular Weight 576.50 g/mol
Exact Mass 576.12677620 g/mol
Topological Polar Surface Area (TPSA) 196.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.83
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,8R,9S,16S,18R,27R)-9-(3,4-dihydroxyphenyl)-5,8,16,21,23-pentahydroxy-2,10,17,26-tetraoxaheptacyclo[14.11.1.01,13.03,12.06,11.018,27.020,25]octacosa-3(12),4,6(11),13,20,22,24-heptaen-15-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9502 95.02%
Caco-2 - 0.9038 90.38%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7352 73.52%
OATP2B1 inhibitior - 0.7095 70.95%
OATP1B1 inhibitior + 0.8592 85.92%
OATP1B3 inhibitior + 0.9225 92.25%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9289 92.89%
P-glycoprotein inhibitior + 0.7095 70.95%
P-glycoprotein substrate - 0.5058 50.58%
CYP3A4 substrate + 0.6811 68.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8171 81.71%
CYP3A4 inhibition - 0.7522 75.22%
CYP2C9 inhibition - 0.5689 56.89%
CYP2C19 inhibition - 0.6210 62.10%
CYP2D6 inhibition - 0.8052 80.52%
CYP1A2 inhibition - 0.8467 84.67%
CYP2C8 inhibition + 0.6928 69.28%
CYP inhibitory promiscuity - 0.8038 80.38%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4410 44.10%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.8679 86.79%
Skin irritation - 0.6898 68.98%
Skin corrosion - 0.9310 93.10%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7366 73.66%
Micronuclear + 0.7200 72.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.7658 76.58%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.7472 74.72%
Acute Oral Toxicity (c) I 0.4287 42.87%
Estrogen receptor binding + 0.8402 84.02%
Androgen receptor binding + 0.7729 77.29%
Thyroid receptor binding + 0.5570 55.70%
Glucocorticoid receptor binding + 0.7063 70.63%
Aromatase binding + 0.5856 58.56%
PPAR gamma + 0.7221 72.21%
Honey bee toxicity - 0.7002 70.02%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9812 98.12%

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 99.75% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.49% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.43% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.01% 94.45%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 94.00% 93.40%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.60% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.34% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.11% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.07% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.00% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.39% 99.15%
CHEMBL2535 P11166 Glucose transporter 85.60% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 84.37% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.65% 85.14%
CHEMBL1929 P47989 Xanthine dehydrogenase 83.54% 96.12%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.31% 86.33%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.48% 85.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.31% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.77% 100.00%
CHEMBL4208 P20618 Proteasome component C5 80.47% 90.00%

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.
Prunus grayana

Cross-Links

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PubChem 163081767
LOTUS LTS0109317
wikiData Q105331655