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[(1S,3R,5S,6R,8R,10S,12R,14R,15S,18R,19R,20R,22S,23R)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-20-yl] acetate

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 034c6306-e603-46b7-abb0-dc88b0b9331a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [(1S,3R,5S,6R,8R,10S,12R,14R,15S,18R,19R,20R,22S,23R)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-20-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H42O11/c1-15-8-24(34)31(37)27(39-15)41-22-11-29(14-32)18(10-21(22)42-31)4-5-20-19(29)6-7-28(3)26(17-9-25(35)38-13-17)23(40-16(2)33)12-30(20,28)36/h9,14-15,18-24,26-27,34,36-37H,4-8,10-13H2,1-3H3/t15-,18+,19+,20-,21-,22-,23-,24-,26+,27+,28-,29-,30+,31+/m1/s1
InChI Key GLRZOKRBGCLPAP-UGLGPMQLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H42O11
Molecular Weight 590.70 g/mol
Exact Mass 590.27271215 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 1.54
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,5S,6R,8R,10S,12R,14R,15S,18R,19R,20R,22S,23R)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-20-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9551 95.51%
Caco-2 - 0.8615 86.15%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8783 87.83%
OATP2B1 inhibitior - 0.5781 57.81%
OATP1B1 inhibitior + 0.8592 85.92%
OATP1B3 inhibitior + 0.9509 95.09%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7237 72.37%
P-glycoprotein inhibitior + 0.6532 65.32%
P-glycoprotein substrate + 0.7525 75.25%
CYP3A4 substrate + 0.7420 74.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8990 89.90%
CYP3A4 inhibition - 0.8598 85.98%
CYP2C9 inhibition - 0.9008 90.08%
CYP2C19 inhibition - 0.9395 93.95%
CYP2D6 inhibition - 0.9508 95.08%
CYP1A2 inhibition - 0.9063 90.63%
CYP2C8 inhibition + 0.7173 71.73%
CYP inhibitory promiscuity - 0.9585 95.85%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4953 49.53%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9358 93.58%
Skin irritation + 0.5744 57.44%
Skin corrosion - 0.9325 93.25%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6796 67.96%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5132 51.32%
skin sensitisation - 0.9129 91.29%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.7864 78.64%
Acute Oral Toxicity (c) I 0.8720 87.20%
Estrogen receptor binding + 0.8099 80.99%
Androgen receptor binding + 0.7922 79.22%
Thyroid receptor binding - 0.6033 60.33%
Glucocorticoid receptor binding + 0.6897 68.97%
Aromatase binding + 0.6494 64.94%
PPAR gamma + 0.6275 62.75%
Honey bee toxicity - 0.6252 62.52%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9856 98.56%

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 97.22% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.99% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.31% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.87% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.99% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.95% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.19% 85.14%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 89.98% 81.11%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 88.98% 94.80%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.66% 95.56%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 88.61% 93.40%
CHEMBL4208 P20618 Proteasome component C5 86.70% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.21% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.83% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.55% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.21% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.70% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.66% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 83.60% 91.19%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.41% 97.28%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.56% 94.62%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.42% 93.04%
CHEMBL5028 O14672 ADAM10 81.38% 97.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.39% 95.71%

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.
Asclepias curassavica

Cross-Links

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PubChem 162966947
LOTUS LTS0227317
wikiData Q105011229