7-[4,5-Dihydroxy-6-(hydroxymethyl)-3-(3-methylbutanoyloxy)oxan-2-yl]oxy-15-hydroxy-9-methyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

Details

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Internal ID 9e743e0f-e54e-43f9-b499-1328f780cd0a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name 7-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3-methylbutanoyloxy)oxan-2-yl]oxy-15-hydroxy-9-methyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
SMILES (Canonical) CC(C)CC(=O)OC1C(C(C(OC1OC2CC(C3CCC45CC(CCC4C3(C2)C)C(=C)C5O)C(=O)O)CO)O)O
SMILES (Isomeric) CC(C)CC(=O)OC1C(C(C(OC1OC2CC(C3CCC45CC(CCC4C3(C2)C)C(=C)C5O)C(=O)O)CO)O)O
InChI InChI=1S/C30H46O10/c1-14(2)9-22(32)40-25-24(34)23(33)20(13-31)39-28(25)38-17-10-18(27(36)37)19-7-8-30-11-16(15(3)26(30)35)5-6-21(30)29(19,4)12-17/h14,16-21,23-26,28,31,33-35H,3,5-13H2,1-2,4H3,(H,36,37)
InChI Key URLHCYXPUZJWEJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O10
Molecular Weight 566.70 g/mol
Exact Mass 566.30909766 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.01
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7-[4,5-Dihydroxy-6-(hydroxymethyl)-3-(3-methylbutanoyloxy)oxan-2-yl]oxy-15-hydroxy-9-methyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-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 + 0.7983 79.83%
Caco-2 - 0.8295 82.95%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Mitochondria 0.8185 81.85%
OATP2B1 inhibitior - 0.7167 71.67%
OATP1B1 inhibitior + 0.9065 90.65%
OATP1B3 inhibitior + 0.8337 83.37%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6058 60.58%
BSEP inhibitior + 0.6544 65.44%
P-glycoprotein inhibitior - 0.4774 47.74%
P-glycoprotein substrate - 0.5317 53.17%
CYP3A4 substrate + 0.7089 70.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8784 87.84%
CYP3A4 inhibition - 0.8276 82.76%
CYP2C9 inhibition - 0.6325 63.25%
CYP2C19 inhibition - 0.8270 82.70%
CYP2D6 inhibition - 0.9422 94.22%
CYP1A2 inhibition - 0.7722 77.22%
CYP2C8 inhibition + 0.5809 58.09%
CYP inhibitory promiscuity - 0.9042 90.42%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7434 74.34%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9207 92.07%
Skin irritation - 0.5515 55.15%
Skin corrosion - 0.9396 93.96%
Ames mutagenesis - 0.7528 75.28%
Human Ether-a-go-go-Related Gene inhibition + 0.7169 71.69%
Micronuclear - 0.8100 81.00%
Hepatotoxicity + 0.6875 68.75%
skin sensitisation - 0.8954 89.54%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.8052 80.52%
Acute Oral Toxicity (c) III 0.5910 59.10%
Estrogen receptor binding + 0.7390 73.90%
Androgen receptor binding + 0.7022 70.22%
Thyroid receptor binding - 0.5535 55.35%
Glucocorticoid receptor binding + 0.6441 64.41%
Aromatase binding + 0.6595 65.95%
PPAR gamma + 0.5527 55.27%
Honey bee toxicity - 0.7258 72.58%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7155 71.55%
Fish aquatic toxicity + 0.9915 99.15%

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 98.43% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.95% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.74% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.82% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 93.69% 95.93%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.14% 96.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.72% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.16% 98.95%
CHEMBL237 P41145 Kappa opioid receptor 91.90% 98.10%
CHEMBL221 P23219 Cyclooxygenase-1 91.18% 90.17%
CHEMBL2996 Q05655 Protein kinase C delta 89.94% 97.79%
CHEMBL5255 O00206 Toll-like receptor 4 89.52% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.50% 95.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.91% 96.47%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.07% 96.21%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 84.31% 94.97%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.08% 100.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.96% 82.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.93% 95.89%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.64% 94.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.25% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.86% 96.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.47% 96.61%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.24% 86.92%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.97% 95.89%
CHEMBL5028 O14672 ADAM10 80.95% 97.50%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 80.84% 92.32%

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.
Xanthium spinosum

Cross-Links

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PubChem 73829871
LOTUS LTS0220540
wikiData Q105277829