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(1S,4aS,6S,7aS)-6-(4-hydroxybenzoyl)oxy-7-methylidene-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid

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 fe0c0763-4d52-4a7a-948a-7e2402cd2dde
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name (1S,4aS,6S,7aS)-6-(4-hydroxybenzoyl)oxy-7-methylidene-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid
SMILES (Canonical) C=C1C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O)OC(=O)C4=CC=C(C=C4)O
SMILES (Isomeric) C=C1[C@H](C[C@H]2[C@@H]1[C@@H](OC=C2C(=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)OC(=O)C4=CC=C(C=C4)O
InChI InChI=1S/C23H26O12/c1-9-14(33-21(31)10-2-4-11(25)5-3-10)6-12-13(20(29)30)8-32-22(16(9)12)35-23-19(28)18(27)17(26)15(7-24)34-23/h2-5,8,12,14-19,22-28H,1,6-7H2,(H,29,30)/t12-,14+,15-,16-,17-,18+,19-,22+,23+/m1/s1
InChI Key KTIXJARWPDGSCI-JJOYARITSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H26O12
Molecular Weight 494.40 g/mol
Exact Mass 494.14242626 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -0.75
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,4aS,6S,7aS)-6-(4-hydroxybenzoyl)oxy-7-methylidene-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6181 61.81%
Caco-2 - 0.9162 91.62%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6095 60.95%
OATP2B1 inhibitior - 0.8455 84.55%
OATP1B1 inhibitior - 0.3174 31.74%
OATP1B3 inhibitior + 0.9639 96.39%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.7400 74.00%
P-glycoprotein inhibitior - 0.7001 70.01%
P-glycoprotein substrate - 0.6816 68.16%
CYP3A4 substrate + 0.6254 62.54%
CYP2C9 substrate - 0.8058 80.58%
CYP2D6 substrate - 0.8690 86.90%
CYP3A4 inhibition - 0.7894 78.94%
CYP2C9 inhibition - 0.8067 80.67%
CYP2C19 inhibition - 0.7557 75.57%
CYP2D6 inhibition - 0.8967 89.67%
CYP1A2 inhibition - 0.8647 86.47%
CYP2C8 inhibition + 0.7634 76.34%
CYP inhibitory promiscuity - 0.7200 72.00%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6871 68.71%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9041 90.41%
Skin irritation - 0.7670 76.70%
Skin corrosion - 0.9473 94.73%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3750 37.50%
Micronuclear + 0.5033 50.33%
Hepatotoxicity - 0.7839 78.39%
skin sensitisation - 0.7876 78.76%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.6206 62.06%
Acute Oral Toxicity (c) III 0.4208 42.08%
Estrogen receptor binding + 0.7756 77.56%
Androgen receptor binding + 0.6381 63.81%
Thyroid receptor binding + 0.5702 57.02%
Glucocorticoid receptor binding + 0.5427 54.27%
Aromatase binding + 0.5913 59.13%
PPAR gamma + 0.7109 71.09%
Honey bee toxicity - 0.7361 73.61%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7400 74.00%
Fish aquatic toxicity + 0.9412 94.12%

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
CHEMBL3137262 O60341 LSD1/CoREST complex 93.44% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.55% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 91.80% 91.49%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.12% 99.17%
CHEMBL4208 P20618 Proteasome component C5 90.55% 90.00%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 90.48% 94.97%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.55% 86.33%
CHEMBL3194 P02766 Transthyretin 88.01% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.47% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 86.31% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 85.81% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.81% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.57% 95.89%
CHEMBL1811 P34995 Prostanoid EP1 receptor 83.40% 95.71%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.77% 94.62%
CHEMBL2581 P07339 Cathepsin D 82.71% 98.95%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.50% 96.95%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 82.39% 97.53%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.42% 95.56%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.12% 85.00%

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.
Veronica anagallis-aquatica

Cross-Links

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PubChem 21579246
LOTUS LTS0153964
wikiData Q105145810