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NCGC00169684-02_C25H30O12_(1S,4aS,6S,7R,7aS)-1-(beta-D-Glucopyranosyloxy)-6-{[(2E)-3-(4-hydroxyphenyl)-2-propenoyl]oxy}-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[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 f98fbd09-fe47-421d-b123-0bc2dc886184
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name (1S,4aS,6S,7R,7aS)-6-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H30O12/c1-11-16(35-18(28)7-4-12-2-5-13(27)6-3-12)8-14-15(23(32)33)10-34-24(19(11)14)37-25-22(31)21(30)20(29)17(9-26)36-25/h2-7,10-11,14,16-17,19-22,24-27,29-31H,8-9H2,1H3,(H,32,33)/b7-4+/t11-,14+,16-,17+,19+,20+,21-,22+,24-,25-/m0/s1
InChI Key OJAGBDHRHPCDLN-XOZBCDBDSA-N
Popularity 6 references in papers

Physical and Chemical Properties

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Molecular Formula C25H30O12
Molecular Weight 522.50 g/mol
Exact Mass 522.17372639 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 0.60
Atomic LogP (AlogP) -0.27
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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MEGxp0_000663
ACon1_001092
NCGC00169684-01
NCGC00169684-02
BRD-K30261843-001-01-6
NCGC00169684-02_C25H30O12_(1S,4aS,6S,7R,7aS)-1-(beta-D-Glucopyranosyloxy)-6-{[(2E)-3-(4-hydroxyphenyl)-2-propenoyl]oxy}-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid

2D Structure

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2D Structure of NCGC00169684-02_C25H30O12_(1S,4aS,6S,7R,7aS)-1-(beta-D-Glucopyranosyloxy)-6-{[(2E)-3-(4-hydroxyphenyl)-2-propenoyl]oxy}-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[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 + 0.7589 75.89%
Caco-2 - 0.9048 90.48%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Mitochondria 0.6846 68.46%
OATP2B1 inhibitior - 0.8562 85.62%
OATP1B1 inhibitior - 0.4024 40.24%
OATP1B3 inhibitior + 0.9555 95.55%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6922 69.22%
P-glycoprotein inhibitior - 0.6951 69.51%
P-glycoprotein substrate - 0.6493 64.93%
CYP3A4 substrate + 0.6477 64.77%
CYP2C9 substrate - 0.8102 81.02%
CYP2D6 substrate - 0.8769 87.69%
CYP3A4 inhibition - 0.9155 91.55%
CYP2C9 inhibition - 0.7874 78.74%
CYP2C19 inhibition - 0.8152 81.52%
CYP2D6 inhibition - 0.9060 90.60%
CYP1A2 inhibition - 0.7606 76.06%
CYP2C8 inhibition + 0.7207 72.07%
CYP inhibitory promiscuity - 0.6412 64.12%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6577 65.77%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9547 95.47%
Skin irritation - 0.7421 74.21%
Skin corrosion - 0.9431 94.31%
Ames mutagenesis - 0.5593 55.93%
Human Ether-a-go-go-Related Gene inhibition - 0.3600 36.00%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.8089 80.89%
skin sensitisation - 0.8434 84.34%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.7940 79.40%
Acute Oral Toxicity (c) III 0.4978 49.78%
Estrogen receptor binding + 0.7801 78.01%
Androgen receptor binding + 0.5839 58.39%
Thyroid receptor binding + 0.5152 51.52%
Glucocorticoid receptor binding + 0.5921 59.21%
Aromatase binding - 0.5260 52.60%
PPAR gamma + 0.6764 67.64%
Honey bee toxicity - 0.8094 80.94%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9426 94.26%

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 97.83% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.08% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.57% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.94% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.22% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.98% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.60% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.29% 99.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.38% 86.92%
CHEMBL2581 P07339 Cathepsin D 86.09% 98.95%
CHEMBL4208 P20618 Proteasome component C5 85.69% 90.00%
CHEMBL206 P03372 Estrogen receptor alpha 85.35% 97.64%
CHEMBL3194 P02766 Transthyretin 84.38% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 84.07% 94.73%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.28% 94.23%
CHEMBL5255 O00206 Toll-like receptor 4 80.76% 92.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.74% 94.08%

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.
Gentiana linearis

Cross-Links

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PubChem 23786400
LOTUS LTS0153702
wikiData Q105277460