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[5-(3,5-dihydroxy-4-methoxybenzoyl)oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl] 7-acetyloxy-5,6,8a-trimethyl-5-[2-(5-oxo-2H-furan-4-yl)ethyl]-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylate

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 80d10874-a16b-428f-913f-c5aa57f835b9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [5-(3,5-dihydroxy-4-methoxybenzoyl)oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl] 7-acetyloxy-5,6,8a-trimethyl-5-[2-(5-oxo-2H-furan-4-yl)ethyl]-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylate
SMILES (Canonical) CC1C(CC2(C(C1(C)CCC3=CCOC3=O)CCC=C2C(=O)OC4C(C(C(C(O4)CO)OC(=O)C5=CC(=C(C(=C5)O)OC)O)O)O)C)OC(=O)C
SMILES (Isomeric) CC1C(CC2(C(C1(C)CCC3=CCOC3=O)CCC=C2C(=O)OC4C(C(C(C(O4)CO)OC(=O)C5=CC(=C(C(=C5)O)OC)O)O)O)C)OC(=O)C
InChI InChI=1S/C36H46O15/c1-17-24(48-18(2)38)15-36(4)21(7-6-8-26(36)35(17,3)11-9-19-10-12-47-31(19)43)33(45)51-34-28(42)27(41)30(25(16-37)49-34)50-32(44)20-13-22(39)29(46-5)23(40)14-20/h7,10,13-14,17,24-28,30,34,37,39-42H,6,8-9,11-12,15-16H2,1-5H3
InChI Key GGFVQWJUQSZUBH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H46O15
Molecular Weight 718.70 g/mol
Exact Mass 718.28367076 g/mol
Topological Polar Surface Area (TPSA) 225.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 2.20
H-Bond Acceptor 15
H-Bond Donor 5
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5-(3,5-dihydroxy-4-methoxybenzoyl)oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl] 7-acetyloxy-5,6,8a-trimethyl-5-[2-(5-oxo-2H-furan-4-yl)ethyl]-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7781 77.81%
Caco-2 - 0.8678 86.78%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7830 78.30%
OATP2B1 inhibitior - 0.8555 85.55%
OATP1B1 inhibitior + 0.7905 79.05%
OATP1B3 inhibitior + 0.9380 93.80%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.7188 71.88%
P-glycoprotein inhibitior + 0.7556 75.56%
P-glycoprotein substrate + 0.6596 65.96%
CYP3A4 substrate + 0.7263 72.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8690 86.90%
CYP3A4 inhibition - 0.8509 85.09%
CYP2C9 inhibition - 0.9010 90.10%
CYP2C19 inhibition - 0.8336 83.36%
CYP2D6 inhibition - 0.9258 92.58%
CYP1A2 inhibition - 0.7653 76.53%
CYP2C8 inhibition + 0.7023 70.23%
CYP inhibitory promiscuity - 0.8296 82.96%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5468 54.68%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9155 91.55%
Skin irritation - 0.6931 69.31%
Skin corrosion - 0.9423 94.23%
Ames mutagenesis - 0.6370 63.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4234 42.34%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8850 88.50%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.7397 73.97%
Acute Oral Toxicity (c) I 0.5638 56.38%
Estrogen receptor binding + 0.7930 79.30%
Androgen receptor binding + 0.6976 69.76%
Thyroid receptor binding - 0.5302 53.02%
Glucocorticoid receptor binding + 0.7589 75.89%
Aromatase binding + 0.7234 72.34%
PPAR gamma + 0.7033 70.33%
Honey bee toxicity - 0.6714 67.14%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9842 98.42%

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 99.85% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.59% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.62% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.29% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.62% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.25% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.89% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.28% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.02% 96.61%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.27% 92.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.24% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.60% 100.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.18% 83.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.62% 96.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.14% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 85.00% 92.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.76% 91.07%
CHEMBL4208 P20618 Proteasome component C5 84.50% 90.00%
CHEMBL237 P41145 Kappa opioid receptor 83.75% 98.10%
CHEMBL340 P08684 Cytochrome P450 3A4 83.70% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.60% 95.89%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.21% 94.80%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.77% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.64% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.42% 99.17%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 82.25% 90.24%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 82.18% 95.17%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.70% 96.21%

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.
Onoseris alata

Cross-Links

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PubChem 162890370
LOTUS LTS0026105
wikiData Q105008024