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Centapicrin

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 c985b5cf-8e3d-4b29-bbbd-02fa38b954d7
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name 3-[[(2R,3R,4S,5R,6S)-4-acetyloxy-6-[[(3S,4R,4aS)-4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]oxy]-3,5-dihydroxyoxan-2-yl]methoxy]benzoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H28O12/c1-3-15-16-7-8-32-23(31)17(16)10-34-24(15)37-25-20(28)21(35-12(2)26)19(27)18(36-25)11-33-14-6-4-5-13(9-14)22(29)30/h3-6,9-10,15-16,18-21,24-25,27-28H,1,7-8,11H2,2H3,(H,29,30)/t15-,16+,18-,19-,20-,21+,24+,25+/m1/s1
InChI Key LHLGEBVUMRLNOA-PGAAGXEPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H28O12
Molecular Weight 520.50 g/mol
Exact Mass 520.15807632 g/mol
Topological Polar Surface Area (TPSA) 167.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 0.76
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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59193-73-6
DTXSID60207932
3-[[(2R,3R,4S,5R,6S)-4-acetyloxy-6-[[(3S,4R,4aS)-4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]oxy]-3,5-dihydroxyoxan-2-yl]methoxy]benzoic acid
Benzoic acid, 3-hydroxy-, 2'-ester with 6-((3-O-acetyl-beta-D-glucopyranosyl)oxy)-5-ethenyl-4,4a,5,6-tetrahydro-1H,3H-pyrano(3,4-c)pyran-1-one, (4aS-(4aalpha,5beta,6alpha))-
(2S,3R,4S,5R,6R)-2-(((3R,4R,4ar)-4-ethenyl-8-oxo-3H,4H,4ah,5H,6H,8H-pyrano(3,4-c)pyran-3-yl)oxy)-4-(acetyloxy)-5-hydroxy-6-(hydroxymethyl)oxan-3-yl 3-hydroxybenzoic acid
(2S,3R,4S,5R,6R)-2-{[(3R,4R,4ar)-4-ethenyl-8-oxo-3H,4H,4ah,5H,6H,8H-pyrano[3,4-c]pyran-3-yl]oxy}-4-(acetyloxy)-5-hydroxy-6-(hydroxymethyl)oxan-3-yl 3-hydroxybenzoic acid
3-(((2R,3R,4S,5R,6S)-4-acetyloxy-6-(((3S,4R,4aS)-4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano(3,4-c)pyran-3-yl)oxy)-3,5-dihydroxyoxan-2-yl)methoxy)benzoic acid
RefChem:124331
DTXCID10130423
SCHEMBL29389860
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Centapicrin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8407 84.07%
Caco-2 - 0.8479 84.79%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8054 80.54%
OATP2B1 inhibitior - 0.8566 85.66%
OATP1B1 inhibitior + 0.8571 85.71%
OATP1B3 inhibitior + 0.9108 91.08%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.7316 73.16%
P-glycoprotein inhibitior + 0.5834 58.34%
P-glycoprotein substrate - 0.6457 64.57%
CYP3A4 substrate + 0.6803 68.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8801 88.01%
CYP3A4 inhibition - 0.8632 86.32%
CYP2C9 inhibition - 0.6923 69.23%
CYP2C19 inhibition - 0.7100 71.00%
CYP2D6 inhibition - 0.8790 87.90%
CYP1A2 inhibition - 0.7372 73.72%
CYP2C8 inhibition + 0.6517 65.17%
CYP inhibitory promiscuity - 0.6321 63.21%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9718 97.18%
Carcinogenicity (trinary) Non-required 0.5474 54.74%
Eye corrosion - 0.9813 98.13%
Eye irritation - 0.9113 91.13%
Skin irritation - 0.7671 76.71%
Skin corrosion - 0.9368 93.68%
Ames mutagenesis - 0.5754 57.54%
Human Ether-a-go-go-Related Gene inhibition - 0.6901 69.01%
Micronuclear - 0.6067 60.67%
Hepatotoxicity - 0.5091 50.91%
skin sensitisation - 0.7480 74.80%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.5879 58.79%
Acute Oral Toxicity (c) III 0.6015 60.15%
Estrogen receptor binding + 0.8005 80.05%
Androgen receptor binding + 0.6105 61.05%
Thyroid receptor binding + 0.5344 53.44%
Glucocorticoid receptor binding + 0.6905 69.05%
Aromatase binding - 0.5313 53.13%
PPAR gamma + 0.6953 69.53%
Honey bee toxicity - 0.7696 76.96%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9283 92.83%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.32% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.24% 86.33%
CHEMBL2581 P07339 Cathepsin D 93.52% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.22% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.63% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 91.57% 94.73%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 91.56% 94.80%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.33% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.75% 99.17%
CHEMBL226 P30542 Adenosine A1 receptor 90.01% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.72% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.72% 91.11%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.00% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.90% 93.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.46% 96.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 84.29% 89.67%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 83.05% 87.67%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.52% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.38% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 80.61% 91.49%

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.
Centaurium erythraea

Cross-Links

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PubChem 6453770
LOTUS LTS0116219
wikiData Q83081951