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(4R,5R,8R)-9-formyl-2-[[(2R,3S,4S,5R,6R)-4-[(2E,4E)-hexa-2,4-dienoyl]oxy-3-hydroxy-5-methoxy-6-methyloxan-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 538dae95-af60-465c-9fc8-867365243f38
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (4R,5R,8R)-9-formyl-2-[[(2R,3S,4S,5R,6R)-4-[(2E,4E)-hexa-2,4-dienoyl]oxy-3-hydroxy-5-methoxy-6-methyloxan-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=CC(=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(=O)O[C@H]1[C@@H]([C@@H](O[C@@H]([C@H]1OC)C)OCC23C[C@@H]4[C@@H](CC[C@H]4C5(C2(C(=CC3C5)C(C)C)C(=O)O)C=O)C)O
InChI InChI=1S/C33H46O9/c1-7-8-9-10-25(35)42-28-26(36)29(41-20(5)27(28)39-6)40-17-32-15-22-19(4)11-12-23(22)31(16-34)14-21(32)13-24(18(2)3)33(31,32)30(37)38/h7-10,13,16,18-23,26-29,36H,11-12,14-15,17H2,1-6H3,(H,37,38)/b8-7+,10-9+/t19-,20-,21?,22-,23-,26+,27-,28+,29-,31?,32?,33?/m1/s1
InChI Key BRDAGCMKJWBIKZ-QXOBXOOLSA-N
Popularity 0 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 3.50
Atomic LogP (AlogP) 4.09
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 (4R,5R,8R)-9-formyl-2-[[(2R,3S,4S,5R,6R)-4-[(2E,4E)-hexa-2,4-dienoyl]oxy-3-hydroxy-5-methoxy-6-methyloxan-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 - 0.7979 79.79%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8195 81.95%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8319 83.19%
OATP1B3 inhibitior + 0.9331 93.31%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8616 86.16%
P-glycoprotein inhibitior + 0.7439 74.39%
P-glycoprotein substrate + 0.6384 63.84%
CYP3A4 substrate + 0.7210 72.10%
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 + 0.6917 69.17%
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 - 0.9299 92.99%
Skin irritation - 0.5778 57.78%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.7500 75.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8485 84.85%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.9389 93.89%
Acute Oral Toxicity (c) I 0.5225 52.25%
Estrogen receptor binding + 0.7414 74.14%
Androgen receptor binding + 0.6915 69.15%
Thyroid receptor binding + 0.5869 58.69%
Glucocorticoid receptor binding + 0.7024 70.24%
Aromatase binding + 0.6392 63.92%
PPAR gamma + 0.6880 68.80%
Honey bee toxicity - 0.7281 72.81%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5345 53.45%
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 98.75% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.92% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 95.32% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.84% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.48% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.51% 96.77%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.26% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.77% 96.00%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 89.59% 94.97%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.58% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.38% 95.56%
CHEMBL2581 P07339 Cathepsin D 87.20% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 85.91% 83.82%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.85% 89.00%
CHEMBL4208 P20618 Proteasome component C5 85.35% 90.00%
CHEMBL3401 O75469 Pregnane X receptor 85.13% 94.73%
CHEMBL226 P30542 Adenosine A1 receptor 84.48% 95.93%
CHEMBL340 P08684 Cytochrome P450 3A4 83.38% 91.19%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.33% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.62% 99.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.31% 93.56%
CHEMBL5028 O14672 ADAM10 81.62% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.59% 99.23%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.47% 97.36%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.31% 92.62%

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.
There are no matching plants.

Cross-Links

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PubChem 100918682
LOTUS LTS0159559
wikiData Q104944729