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(1R,2S,4R,5R,8R,9S,11S)-9-ormyl-2-[[(2R,3S,4S,5R,6R)-3-hydroxy-5-methoxy-6-methyl-4-[(2E,4Z)-2-methylhexa-2,4-dienoyl]oxyoxan-2-yl]oxymethyl]-5-methyl-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-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 44c509c5-4267-4809-86d5-b6a2889dd365
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (1R,2S,4R,5R,8R,9S,11S)-9-formyl-2-[[(2R,3S,4S,5R,6R)-3-hydroxy-5-methoxy-6-methyl-4-[(2E,4Z)-2-methylhexa-2,4-dienoyl]oxyoxan-2-yl]oxymethyl]-5-methyl-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-carboxylic acid
SMILES (Canonical) CC=CC=C(C)C(=O)OC1C(C(OC(C1OC)C)OCC23CC4C(CCC4C5(C2(C(=CC3C5)C(C)C)C(=O)O)C=O)C)O
SMILES (Isomeric) C/C=C\C=C(/C)\C(=O)O[C@H]1[C@@H]([C@@H](O[C@@H]([C@H]1OC)C)OC[C@]23C[C@@H]4[C@@H](CC[C@H]4[C@@]5([C@]2(C(=C[C@@H]3C5)C(C)C)C(=O)O)C=O)C)O
InChI InChI=1S/C34H48O9/c1-8-9-10-20(5)29(37)43-28-26(36)30(42-21(6)27(28)40-7)41-17-33-15-23-19(4)11-12-24(23)32(16-35)14-22(33)13-25(18(2)3)34(32,33)31(38)39/h8-10,13,16,18-19,21-24,26-28,30,36H,11-12,14-15,17H2,1-7H3,(H,38,39)/b9-8-,20-10+/t19-,21-,22-,23-,24-,26+,27-,28+,30-,32+,33+,34+/m1/s1
InChI Key YJGMLBISALRTRW-VNTNNKGQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H48O9
Molecular Weight 600.70 g/mol
Exact Mass 600.32983310 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 4.48
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,4R,5R,8R,9S,11S)-9-ormyl-2-[[(2R,3S,4S,5R,6R)-3-hydroxy-5-methoxy-6-methyl-4-[(2E,4Z)-2-methylhexa-2,4-dienoyl]oxyoxan-2-yl]oxymethyl]-5-methyl-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-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 + 0.9304 93.04%
Caco-2 - 0.8059 80.59%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8195 81.95%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8313 83.13%
OATP1B3 inhibitior + 0.9331 93.31%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8657 86.57%
P-glycoprotein inhibitior + 0.7759 77.59%
P-glycoprotein substrate + 0.6688 66.88%
CYP3A4 substrate + 0.7243 72.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8941 89.41%
CYP3A4 inhibition - 0.8850 88.50%
CYP2C9 inhibition - 0.6529 65.29%
CYP2C19 inhibition - 0.7985 79.85%
CYP2D6 inhibition - 0.9107 91.07%
CYP1A2 inhibition - 0.5956 59.56%
CYP2C8 inhibition + 0.6583 65.83%
CYP inhibitory promiscuity - 0.7826 78.26%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6695 66.95%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9291 92.91%
Skin irritation - 0.5778 57.78%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4883 48.83%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8485 84.85%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.8802 88.02%
Acute Oral Toxicity (c) I 0.5225 52.25%
Estrogen receptor binding + 0.7458 74.58%
Androgen receptor binding + 0.6917 69.17%
Thyroid receptor binding + 0.5722 57.22%
Glucocorticoid receptor binding + 0.7219 72.19%
Aromatase binding + 0.6947 69.47%
PPAR gamma + 0.7029 70.29%
Honey bee toxicity - 0.6955 69.55%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5245 52.45%
Fish aquatic toxicity + 0.9908 99.08%

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 99.04% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.69% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 94.29% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.68% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.37% 98.95%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 89.63% 94.97%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.51% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.36% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 87.53% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.06% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.52% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.02% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.88% 85.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.55% 93.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.93% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.89% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.88% 99.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.66% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.54% 91.19%
CHEMBL4208 P20618 Proteasome component C5 81.79% 90.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.61% 93.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.41% 95.50%
CHEMBL5028 O14672 ADAM10 81.39% 97.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.61% 96.77%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.30% 98.75%

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 24939429
LOTUS LTS0243899
wikiData Q105349238