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(2R)-2-[(2S,5R,6S)-5-methyl-6-[(2R,3R,4S,5R,6S,7R,10E,12R,13S,14E,16R)-3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14,18-trien-2-yl]oxan-2-yl]propanoic 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 b1bf338a-11f1-407d-86c1-2b69ae40cf18
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (2R)-2-[(2S,5R,6S)-5-methyl-6-[(2R,3R,4S,5R,6S,7R,10E,12R,13S,14E,16R)-3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14,18-trien-2-yl]oxan-2-yl]propanoic acid
SMILES (Canonical) CC1CCC(OC1C(C)C(C(C)C(C(C)C(CCC=CC(C)C(C(=CC(C)CC=C)C)O)O)O)O)C(C)C(=O)O
SMILES (Isomeric) C[C@@H]1CC[C@H](O[C@@H]1[C@H](C)[C@@H]([C@@H](C)[C@@H]([C@@H](C)[C@@H](CC/C=C/[C@@H](C)[C@@H](/C(=C/[C@H](C)CC=C)/C)O)O)O)O)[C@@H](C)C(=O)O
InChI InChI=1S/C33H58O7/c1-10-13-19(2)18-22(5)29(35)20(3)14-11-12-15-27(34)23(6)30(36)25(8)31(37)26(9)32-21(4)16-17-28(40-32)24(7)33(38)39/h10-11,14,18-21,23-32,34-37H,1,12-13,15-17H2,2-9H3,(H,38,39)/b14-11+,22-18+/t19-,20-,21-,23+,24-,25+,26-,27-,28+,29+,30-,31-,32+/m1/s1
InChI Key CHYQBJKLYBRPQK-KBIZGBJESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H58O7
Molecular Weight 566.80 g/mol
Exact Mass 566.41825418 g/mol
Topological Polar Surface Area (TPSA) 127.00 Ų
XlogP 6.20
Atomic LogP (AlogP) 5.37
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-2-[(2S,5R,6S)-5-methyl-6-[(2R,3R,4S,5R,6S,7R,10E,12R,13S,14E,16R)-3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14,18-trien-2-yl]oxan-2-yl]propanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7794 77.94%
Caco-2 - 0.8300 83.00%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6192 61.92%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8572 85.72%
OATP1B3 inhibitior + 0.9365 93.65%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.5483 54.83%
P-glycoprotein inhibitior + 0.5919 59.19%
P-glycoprotein substrate - 0.5614 56.14%
CYP3A4 substrate + 0.6539 65.39%
CYP2C9 substrate - 0.6079 60.79%
CYP2D6 substrate - 0.8631 86.31%
CYP3A4 inhibition + 0.5978 59.78%
CYP2C9 inhibition - 0.8492 84.92%
CYP2C19 inhibition - 0.7310 73.10%
CYP2D6 inhibition - 0.9232 92.32%
CYP1A2 inhibition - 0.8465 84.65%
CYP2C8 inhibition + 0.4868 48.68%
CYP inhibitory promiscuity - 0.8473 84.73%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8428 84.28%
Carcinogenicity (trinary) Non-required 0.6953 69.53%
Eye corrosion - 0.9757 97.57%
Eye irritation - 0.9384 93.84%
Skin irritation - 0.5585 55.85%
Skin corrosion - 0.8968 89.68%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4716 47.16%
Micronuclear - 0.8400 84.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.6961 69.61%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity - 0.5333 53.33%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.5443 54.43%
Acute Oral Toxicity (c) III 0.5948 59.48%
Estrogen receptor binding + 0.7466 74.66%
Androgen receptor binding - 0.5395 53.95%
Thyroid receptor binding - 0.4938 49.38%
Glucocorticoid receptor binding + 0.6439 64.39%
Aromatase binding + 0.6087 60.87%
PPAR gamma + 0.5949 59.49%
Honey bee toxicity - 0.7970 79.70%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.8874 88.74%

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
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 97.19% 95.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.52% 96.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 94.73% 93.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.02% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.06% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 92.07% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.70% 99.17%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 90.52% 96.47%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.04% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.99% 97.25%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.59% 93.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.16% 98.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.37% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.56% 99.23%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 83.71% 92.29%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.47% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.32% 96.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.22% 96.61%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.13% 95.58%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.96% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.49% 92.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.39% 86.33%

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 162907739
LOTUS LTS0271566
wikiData Q104959496