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(2R)-2-[(1E,3R,5E,7E,9S,11R,12S,13S)-12-[(2R,3S,4R,5S,6R)-5-[(2R,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-3,7,9,11,13-pentamethyl-10-oxohexadeca-1,5,7-trienyl]-2,3-dihydropyran-6-one

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 cedbb857-6e50-4c26-99f9-04aba4ca1a7c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2R)-2-[(1E,3R,5E,7E,9S,11R,12S,13S)-12-[(2R,3S,4R,5S,6R)-5-[(2R,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-3,7,9,11,13-pentamethyl-10-oxohexadeca-1,5,7-trienyl]-2,3-dihydropyran-6-one
SMILES (Canonical) CCCC(C)C(C(C)C(=O)C(C)C=C(C)C=CCC(C)C=CC1CC=CC(=O)O1)OC2C(C(C(C(O2)C)OC3CC(C(C(O3)C)O)O)O)O
SMILES (Isomeric) CCC[C@H](C)[C@@H]([C@@H](C)C(=O)[C@@H](C)/C=C(\C)/C=C/C[C@@H](C)/C=C/[C@H]1CC=CC(=O)O1)O[C@H]2[C@H]([C@H]([C@@H]([C@H](O2)C)O[C@@H]3C[C@@H]([C@@H]([C@@H](O3)C)O)O)O)O
InChI InChI=1S/C38H60O11/c1-9-12-23(4)36(49-38-35(44)34(43)37(27(8)46-38)48-31-20-29(39)33(42)26(7)45-31)25(6)32(41)24(5)19-22(3)14-10-13-21(2)17-18-28-15-11-16-30(40)47-28/h10-11,14,16-19,21,23-29,31,33-39,42-44H,9,12-13,15,20H2,1-8H3/b14-10+,18-17+,22-19+/t21-,23+,24+,25+,26+,27-,28-,29+,31-,33-,34-,35+,36+,37-,38+/m1/s1
InChI Key NNIKSBGUOULFOA-PFMUSIMMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H60O11
Molecular Weight 692.90 g/mol
Exact Mass 692.41356273 g/mol
Topological Polar Surface Area (TPSA) 161.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.31
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-2-[(1E,3R,5E,7E,9S,11R,12S,13S)-12-[(2R,3S,4R,5S,6R)-5-[(2R,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-3,7,9,11,13-pentamethyl-10-oxohexadeca-1,5,7-trienyl]-2,3-dihydropyran-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8876 88.76%
Caco-2 - 0.8593 85.93%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7466 74.66%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8409 84.09%
OATP1B3 inhibitior + 0.8630 86.30%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9755 97.55%
P-glycoprotein inhibitior + 0.7193 71.93%
P-glycoprotein substrate + 0.7297 72.97%
CYP3A4 substrate + 0.7091 70.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9020 90.20%
CYP3A4 inhibition - 0.6918 69.18%
CYP2C9 inhibition - 0.8912 89.12%
CYP2C19 inhibition - 0.8226 82.26%
CYP2D6 inhibition - 0.9205 92.05%
CYP1A2 inhibition - 0.9313 93.13%
CYP2C8 inhibition + 0.5932 59.32%
CYP inhibitory promiscuity - 0.9394 93.94%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6397 63.97%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9226 92.26%
Skin irritation - 0.6238 62.38%
Skin corrosion - 0.9136 91.36%
Ames mutagenesis - 0.6478 64.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7284 72.84%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8495 84.95%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.7402 74.02%
Acute Oral Toxicity (c) III 0.6462 64.62%
Estrogen receptor binding + 0.7297 72.97%
Androgen receptor binding + 0.5772 57.72%
Thyroid receptor binding - 0.5126 51.26%
Glucocorticoid receptor binding + 0.6899 68.99%
Aromatase binding + 0.5491 54.91%
PPAR gamma + 0.6721 67.21%
Honey bee toxicity - 0.7110 71.10%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9251 92.51%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.87% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.22% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.79% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.29% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.03% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.08% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.72% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.45% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.41% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.76% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.27% 99.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.35% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.22% 97.25%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.06% 96.47%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.04% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 83.30% 91.19%
CHEMBL4208 P20618 Proteasome component C5 83.10% 90.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.97% 93.56%
CHEMBL255 P29275 Adenosine A2b receptor 82.53% 98.59%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.48% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.24% 95.89%
CHEMBL4040 P28482 MAP kinase ERK2 81.75% 83.82%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.19% 95.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.03% 96.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.75% 89.34%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.20% 100.00%

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 163194195
LOTUS LTS0044254
wikiData Q105182154