[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(14-hydroxy-7,13-dimethoxy-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-2-yl]methyl acetate

Details

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Internal ID 13675869-47ff-4fb7-a29c-1b12264f568c
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(14-hydroxy-7,13-dimethoxy-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-2-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1C(C(C(C(O1)OC2=C(C3=C4C(=C2)C(=O)OC5=C4C(=CC(=C5O)OC)C(=O)O3)OC)O)O)O
SMILES (Isomeric) CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=C(C3=C4C(=C2)C(=O)OC5=C4C(=CC(=C5O)OC)C(=O)O3)OC)O)O)O
InChI InChI=1S/C24H22O14/c1-7(25)34-6-12-15(26)17(28)18(29)24(36-12)35-11-5-9-14-13-8(23(31)38-21(14)19(11)33-3)4-10(32-2)16(27)20(13)37-22(9)30/h4-5,12,15,17-18,24,26-29H,6H2,1-3H3/t12-,15-,17+,18-,24-/m1/s1
InChI Key RQIKJFPMCUEYIW-BMMFWZCSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H22O14
Molecular Weight 534.40 g/mol
Exact Mass 534.10095537 g/mol
Topological Polar Surface Area (TPSA) 197.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -0.04
H-Bond Acceptor 14
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(14-hydroxy-7,13-dimethoxy-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-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5147 51.47%
Caco-2 - 0.8051 80.51%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.5167 51.67%
OATP2B1 inhibitior - 0.8517 85.17%
OATP1B1 inhibitior + 0.8493 84.93%
OATP1B3 inhibitior + 0.9164 91.64%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7201 72.01%
P-glycoprotein inhibitior + 0.6780 67.80%
P-glycoprotein substrate - 0.6687 66.87%
CYP3A4 substrate + 0.6080 60.80%
CYP2C9 substrate - 0.8211 82.11%
CYP2D6 substrate - 0.8690 86.90%
CYP3A4 inhibition - 0.9508 95.08%
CYP2C9 inhibition - 0.9499 94.99%
CYP2C19 inhibition - 0.9521 95.21%
CYP2D6 inhibition - 0.9247 92.47%
CYP1A2 inhibition - 0.8729 87.29%
CYP2C8 inhibition + 0.5479 54.79%
CYP inhibitory promiscuity - 0.9119 91.19%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7307 73.07%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9256 92.56%
Skin irritation - 0.8368 83.68%
Skin corrosion - 0.9581 95.81%
Ames mutagenesis + 0.5045 50.45%
Human Ether-a-go-go-Related Gene inhibition - 0.4221 42.21%
Micronuclear + 0.5492 54.92%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.9286 92.86%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.9522 95.22%
Acute Oral Toxicity (c) III 0.6936 69.36%
Estrogen receptor binding + 0.8279 82.79%
Androgen receptor binding - 0.4861 48.61%
Thyroid receptor binding - 0.5279 52.79%
Glucocorticoid receptor binding + 0.7672 76.72%
Aromatase binding + 0.5912 59.12%
PPAR gamma + 0.6604 66.04%
Honey bee toxicity - 0.8283 82.83%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6849 68.49%
Fish aquatic toxicity + 0.9247 92.47%

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 99.63% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.38% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.62% 94.00%
CHEMBL4040 P28482 MAP kinase ERK2 93.38% 83.82%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 92.44% 89.34%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.24% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.31% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.36% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.94% 86.33%
CHEMBL2581 P07339 Cathepsin D 87.77% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.71% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.49% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.20% 92.62%
CHEMBL2535 P11166 Glucose transporter 82.91% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 82.11% 94.73%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.56% 89.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.24% 99.23%

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 162877399
LOTUS LTS0188092
wikiData Q105243342