[(2S,3S,4R,5R,6S)-3,5-dihydroxy-2-methyl-6-[(7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-6-yl)oxy]oxan-4-yl] acetate

Details

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Internal ID 3358cb57-139d-43f3-b120-a3a079ba9c72
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(2S,3S,4R,5R,6S)-3,5-dihydroxy-2-methyl-6-[(7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-6-yl)oxy]oxan-4-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2=C(C3=C4C(=C2)C(=O)OC5=C4C(=CC(=C5O)O)C(=O)O3)O)O)OC(=O)C)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(C3=C4C(=C2)C(=O)OC5=C4C(=CC(=C5O)O)C(=O)O3)O)O)OC(=O)C)O
InChI InChI=1S/C22H18O13/c1-5-13(25)19(32-6(2)23)16(28)22(31-5)33-10-4-8-12-11-7(20(29)35-18(12)15(10)27)3-9(24)14(26)17(11)34-21(8)30/h3-5,13,16,19,22,24-28H,1-2H3/t5-,13-,16+,19+,22-/m0/s1
InChI Key FWLMKEVVQAYJNO-BGTADKINSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H18O13
Molecular Weight 490.40 g/mol
Exact Mass 490.07474062 g/mol
Topological Polar Surface Area (TPSA) 199.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 0.38
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3S,4R,5R,6S)-3,5-dihydroxy-2-methyl-6-[(7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-6-yl)oxy]oxan-4-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6457 64.57%
Caco-2 - 0.8537 85.37%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6404 64.04%
OATP2B1 inhibitior - 0.5526 55.26%
OATP1B1 inhibitior + 0.8883 88.83%
OATP1B3 inhibitior + 0.9388 93.88%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.6459 64.59%
P-glycoprotein inhibitior - 0.5573 55.73%
P-glycoprotein substrate - 0.6564 65.64%
CYP3A4 substrate + 0.5904 59.04%
CYP2C9 substrate - 0.8079 80.79%
CYP2D6 substrate - 0.8735 87.35%
CYP3A4 inhibition - 0.8464 84.64%
CYP2C9 inhibition - 0.9286 92.86%
CYP2C19 inhibition - 0.9185 91.85%
CYP2D6 inhibition - 0.9508 95.08%
CYP1A2 inhibition - 0.7679 76.79%
CYP2C8 inhibition - 0.6461 64.61%
CYP inhibitory promiscuity - 0.8529 85.29%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6657 66.57%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.8830 88.30%
Skin irritation - 0.6942 69.42%
Skin corrosion - 0.9267 92.67%
Ames mutagenesis + 0.5699 56.99%
Human Ether-a-go-go-Related Gene inhibition - 0.4106 41.06%
Micronuclear + 0.9000 90.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8820 88.20%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.8896 88.96%
Acute Oral Toxicity (c) III 0.5573 55.73%
Estrogen receptor binding + 0.7151 71.51%
Androgen receptor binding + 0.5933 59.33%
Thyroid receptor binding - 0.5444 54.44%
Glucocorticoid receptor binding + 0.7581 75.81%
Aromatase binding - 0.5938 59.38%
PPAR gamma + 0.5993 59.93%
Honey bee toxicity - 0.8109 81.09%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5549 55.49%
Fish aquatic toxicity + 0.9604 96.04%

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 99.78% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.21% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.49% 94.00%
CHEMBL1951 P21397 Monoamine oxidase A 95.69% 91.49%
CHEMBL2581 P07339 Cathepsin D 93.97% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.38% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.57% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.66% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.60% 92.94%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 84.86% 94.42%
CHEMBL3401 O75469 Pregnane X receptor 84.24% 94.73%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.17% 97.36%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.05% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.70% 99.23%
CHEMBL3194 P02766 Transthyretin 83.22% 90.71%
CHEMBL340 P08684 Cytochrome P450 3A4 81.99% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.11% 95.89%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.12% 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.
Siphoneugena densiflora

Cross-Links

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PubChem 163060608
LOTUS LTS0133602
wikiData Q105003347