Secologanoside 7-methyl ester

Details

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Internal ID 42d144a2-633e-4d82-b822-53f6ce4332f2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name 4-(carboxymethyl)-3-ethenyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylic acid
SMILES (Canonical) C=CC1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)O)CC(=O)O
SMILES (Isomeric) C=CC1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)O)CC(=O)O
InChI InChI=1S/C16H22O11/c1-2-6-7(3-10(18)19)8(14(23)24)5-25-15(6)27-16-13(22)12(21)11(20)9(4-17)26-16/h2,5-7,9,11-13,15-17,20-22H,1,3-4H2,(H,18,19)(H,23,24)
InChI Key RGTONEMDTVVDMY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C16H22O11
Molecular Weight 390.34 g/mol
Exact Mass 390.11621151 g/mol
Topological Polar Surface Area (TPSA) 183.00 Ų
XlogP -1.90
Atomic LogP (AlogP) -1.98
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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59472-23-0
4-(carboxymethyl)-3-ethenyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylic acid
ACon1_002006
CHEBI:182138
NCGC00179922-01

2D Structure

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2D Structure of Secologanoside 7-methyl ester

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8117 81.17%
Caco-2 - 0.9009 90.09%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.6826 68.26%
OATP2B1 inhibitior - 0.8561 85.61%
OATP1B1 inhibitior + 0.7591 75.91%
OATP1B3 inhibitior + 0.9506 95.06%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.9689 96.89%
P-glycoprotein inhibitior - 0.8610 86.10%
P-glycoprotein substrate - 0.9252 92.52%
CYP3A4 substrate + 0.5081 50.81%
CYP2C9 substrate - 0.8052 80.52%
CYP2D6 substrate - 0.8774 87.74%
CYP3A4 inhibition - 0.8274 82.74%
CYP2C9 inhibition - 0.8996 89.96%
CYP2C19 inhibition - 0.8965 89.65%
CYP2D6 inhibition - 0.9214 92.14%
CYP1A2 inhibition - 0.9463 94.63%
CYP2C8 inhibition - 0.7411 74.11%
CYP inhibitory promiscuity - 0.9394 93.94%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7785 77.85%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.8492 84.92%
Skin irritation - 0.8065 80.65%
Skin corrosion - 0.9448 94.48%
Ames mutagenesis - 0.5893 58.93%
Human Ether-a-go-go-Related Gene inhibition - 0.6253 62.53%
Micronuclear - 0.6482 64.82%
Hepatotoxicity - 0.7430 74.30%
skin sensitisation - 0.8460 84.60%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.5444 54.44%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.6282 62.82%
Acute Oral Toxicity (c) III 0.4892 48.92%
Estrogen receptor binding + 0.5327 53.27%
Androgen receptor binding - 0.5518 55.18%
Thyroid receptor binding + 0.5230 52.30%
Glucocorticoid receptor binding + 0.5522 55.22%
Aromatase binding + 0.6007 60.07%
PPAR gamma - 0.5623 56.23%
Honey bee toxicity - 0.7891 78.91%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.8400 84.00%
Fish aquatic toxicity + 0.6770 67.70%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.95% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.37% 91.11%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 89.69% 83.57%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.23% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.71% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.94% 96.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.87% 86.92%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.64% 93.00%
CHEMBL1811 P34995 Prostanoid EP1 receptor 82.80% 95.71%
CHEMBL3401 O75469 Pregnane X receptor 82.30% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.41% 86.33%
CHEMBL1881 P43116 Prostanoid EP2 receptor 80.69% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.52% 89.00%

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.
Fagraea racemosa
Ligustrum vulgare
Lonicera japonica
Lonicera periclymenum
Olea europaea
Sphenoclea zeylanica
Strychnos spinosa
Syringa vulgaris

Cross-Links

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PubChem 14136853
LOTUS LTS0144922
wikiData Q105236075