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(5R)-7-{[(3S,4S,2R,5R,6R)-4-((2Z,4E)-2-Methylhexa-2,4-dienoyloxy)-3-hydroxy-5-methoxy-6-methylperhydropyran-2-yloxy]methyl}-1-formyl-5-methyl-9-(methylethyl)tetracyclo[6.4.0.0<2,6>.0<7,11>]dodec-9-ene-8-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 6b16a87b-fdfc-4957-9431-3a84d57fbf5c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (3R,4R,7R)-8-formyl-2-[[(2R,3S,4S,5R,6R)-3-hydroxy-5-methoxy-6-methyl-4-[(2Z,4E)-2-methylhexa-2,4-dienoyl]oxyoxan-2-yl]oxymethyl]-4-methyl-12-propan-2-yltetracyclo[6.4.0.02,10.03,7]dodec-11-ene-1-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H46O9/c1-8-9-10-19(5)28(36)42-27-25(35)29(41-20(6)26(27)39-7)40-16-32-21-13-23(17(2)3)33(32,30(37)38)31(14-21,15-34)22-12-11-18(4)24(22)32/h8-10,13,15,17-18,20-22,24-27,29,35H,11-12,14,16H2,1-7H3,(H,37,38)/b9-8+,19-10-/t18-,20-,21?,22-,24-,25+,26-,27+,29-,31?,32?,33?/m1/s1
InChI Key VTHNFNHGJKJDGR-ITWBHLDXSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C33H46O9
Molecular Weight 586.70 g/mol
Exact Mass 586.31418304 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 4.09
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 10

Synonyms

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formyl-[[(2R,3S,4S,5R,6R)-3-hydroxy-5-methoxy-6-methyl-4-[(2Z,4E)-2-methylhexa-2,4-dienoyl]oxy-tetrahydropyran-2-yl]oxymethyl]-isopropyl-methyl-[?]carboxylic acid

2D Structure

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2D Structure of (5R)-7-{[(3S,4S,2R,5R,6R)-4-((2Z,4E)-2-Methylhexa-2,4-dienoyloxy)-3-hydroxy-5-methoxy-6-methylperhydropyran-2-yloxy]methyl}-1-formyl-5-methyl-9-(methylethyl)tetracyclo[6.4.0.0<2,6>.0<7,11>]dodec-9-ene-8-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 + 0.9316 93.16%
Caco-2 - 0.7941 79.41%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8432 84.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8420 84.20%
OATP1B3 inhibitior + 0.9247 92.47%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9016 90.16%
P-glycoprotein inhibitior + 0.7731 77.31%
P-glycoprotein substrate + 0.7052 70.52%
CYP3A4 substrate + 0.7155 71.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8941 89.41%
CYP3A4 inhibition - 0.8391 83.91%
CYP2C9 inhibition - 0.7260 72.60%
CYP2C19 inhibition - 0.8388 83.88%
CYP2D6 inhibition - 0.9044 90.44%
CYP1A2 inhibition - 0.6015 60.15%
CYP2C8 inhibition + 0.6652 66.52%
CYP inhibitory promiscuity - 0.7405 74.05%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6526 65.26%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9296 92.96%
Skin irritation - 0.5510 55.10%
Skin corrosion - 0.9523 95.23%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5637 56.37%
Micronuclear - 0.7500 75.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.8530 85.30%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.8498 84.98%
Acute Oral Toxicity (c) I 0.5230 52.30%
Estrogen receptor binding + 0.7822 78.22%
Androgen receptor binding + 0.7231 72.31%
Thyroid receptor binding + 0.5818 58.18%
Glucocorticoid receptor binding + 0.7333 73.33%
Aromatase binding + 0.6505 65.05%
PPAR gamma + 0.7047 70.47%
Honey bee toxicity - 0.7310 73.10%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5145 51.45%
Fish aquatic toxicity + 0.9897 98.97%

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 98.85% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.47% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.92% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.91% 95.56%
CHEMBL2581 P07339 Cathepsin D 90.95% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.95% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.00% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.63% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.83% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 86.53% 90.17%
CHEMBL3401 O75469 Pregnane X receptor 86.52% 94.73%
CHEMBL4208 P20618 Proteasome component C5 86.51% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.55% 96.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.29% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.18% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.68% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.60% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.57% 99.17%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 82.55% 94.97%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.82% 95.89%
CHEMBL5028 O14672 ADAM10 81.79% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.79% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.69% 91.07%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.39% 94.80%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.20% 95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 6475649
LOTUS LTS0180132
wikiData Q105292744