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[5-hydroxy-6-(3-methoxy-3-oxoprop-1-en-2-yl)-8a-methyl-4-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3,4,4a,5,6,7,8-octahydro-1H-naphthalen-1-yl] 2-hydroxy-3-(4-hydroxyphenyl)propanoate

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 3ceb828f-a72a-40e1-bbe5-8ba749eb9e42
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name [5-hydroxy-6-(3-methoxy-3-oxoprop-1-en-2-yl)-8a-methyl-4-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3,4,4a,5,6,7,8-octahydro-1H-naphthalen-1-yl] 2-hydroxy-3-(4-hydroxyphenyl)propanoate
SMILES (Canonical) CC12CCC(C(C1C(CCC2OC(=O)C(CC3=CC=C(C=C3)O)O)COC4C(C(C(C(O4)CO)O)O)O)O)C(=C)C(=O)OC
SMILES (Isomeric) CC12CCC(C(C1C(CCC2OC(=O)C(CC3=CC=C(C=C3)O)O)COC4C(C(C(C(O4)CO)O)O)O)O)C(=C)C(=O)OC
InChI InChI=1S/C31H44O13/c1-15(28(39)41-3)19-10-11-31(2)22(44-29(40)20(34)12-16-4-7-18(33)8-5-16)9-6-17(23(31)24(19)35)14-42-30-27(38)26(37)25(36)21(13-32)43-30/h4-5,7-8,17,19-27,30,32-38H,1,6,9-14H2,2-3H3
InChI Key CHYGFGCTCNTFCJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H44O13
Molecular Weight 624.70 g/mol
Exact Mass 624.27819145 g/mol
Topological Polar Surface Area (TPSA) 213.00 Ų
XlogP 1.00
Atomic LogP (AlogP) -0.44
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5-hydroxy-6-(3-methoxy-3-oxoprop-1-en-2-yl)-8a-methyl-4-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3,4,4a,5,6,7,8-octahydro-1H-naphthalen-1-yl] 2-hydroxy-3-(4-hydroxyphenyl)propanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7736 77.36%
Caco-2 - 0.8766 87.66%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7313 73.13%
OATP2B1 inhibitior - 0.7236 72.36%
OATP1B1 inhibitior + 0.8482 84.82%
OATP1B3 inhibitior + 0.8959 89.59%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7841 78.41%
BSEP inhibitior + 0.7060 70.60%
P-glycoprotein inhibitior + 0.5776 57.76%
P-glycoprotein substrate + 0.5225 52.25%
CYP3A4 substrate + 0.7229 72.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8707 87.07%
CYP3A4 inhibition - 0.6715 67.15%
CYP2C9 inhibition - 0.8516 85.16%
CYP2C19 inhibition - 0.7223 72.23%
CYP2D6 inhibition - 0.9170 91.70%
CYP1A2 inhibition - 0.6668 66.68%
CYP2C8 inhibition + 0.7335 73.35%
CYP inhibitory promiscuity - 0.9449 94.49%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7244 72.44%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9260 92.60%
Skin irritation - 0.6906 69.06%
Skin corrosion - 0.9433 94.33%
Ames mutagenesis - 0.7508 75.08%
Human Ether-a-go-go-Related Gene inhibition + 0.7609 76.09%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6549 65.49%
skin sensitisation - 0.8760 87.60%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.7520 75.20%
Acute Oral Toxicity (c) III 0.4268 42.68%
Estrogen receptor binding + 0.8314 83.14%
Androgen receptor binding + 0.7290 72.90%
Thyroid receptor binding - 0.5499 54.99%
Glucocorticoid receptor binding + 0.6085 60.85%
Aromatase binding + 0.6338 63.38%
PPAR gamma + 0.6897 68.97%
Honey bee toxicity - 0.7144 71.44%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.9852 98.52%

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 99.40% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.61% 96.09%
CHEMBL2581 P07339 Cathepsin D 98.16% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.67% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.65% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.43% 95.89%
CHEMBL4040 P28482 MAP kinase ERK2 90.32% 83.82%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.19% 95.89%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 88.89% 85.00%
CHEMBL340 P08684 Cytochrome P450 3A4 88.35% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 84.72% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.57% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.52% 99.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.52% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.19% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.97% 94.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.66% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 83.58% 94.73%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.13% 96.21%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.29% 86.33%
CHEMBL268 P43235 Cathepsin K 82.27% 96.85%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.16% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.26% 92.62%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.64% 94.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.44% 96.90%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.20% 94.00%

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.
Ixeris repens

Cross-Links

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PubChem 14733688
LOTUS LTS0184474
wikiData Q104959490