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[2-[[17-(5-hydroperoxy-2-hydroxy-6-methylhept-6-en-2-yl)-1,2-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-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 1741ef07-3383-4717-bb7c-9a2214ad067e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [2-[[17-(5-hydroperoxy-2-hydroxy-6-methylhept-6-en-2-yl)-1,2-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate
SMILES (Canonical) CC(=C)C(CCC(C)(C1CCC2(C1CCC3C2(CCC4C3(C(C(C(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC(=O)C)O)O)C)C)C)O)OO
SMILES (Isomeric) CC(=C)C(CCC(C)(C1CCC2(C1CCC3C2(CCC4C3(C(C(C(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC(=O)C)O)O)C)C)C)O)OO
InChI InChI=1S/C38H64O12/c1-19(2)23(50-46)13-17-37(8,45)22-12-15-35(6)21(22)10-11-26-36(35,7)16-14-25-34(4,5)32(29(43)31(44)38(25,26)9)49-33-30(47-20(3)40)28(42)27(41)24(18-39)48-33/h21-33,39,41-46H,1,10-18H2,2-9H3
InChI Key ALZPJIUCNCZNGZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H64O12
Molecular Weight 712.90 g/mol
Exact Mass 712.43977747 g/mol
Topological Polar Surface Area (TPSA) 196.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 3.33
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [2-[[17-(5-hydroperoxy-2-hydroxy-6-methylhept-6-en-2-yl)-1,2-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-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 + 0.8324 83.24%
Caco-2 - 0.8781 87.81%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7362 73.62%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8146 81.46%
OATP1B3 inhibitior + 0.8619 86.19%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7568 75.68%
BSEP inhibitior - 0.7566 75.66%
P-glycoprotein inhibitior + 0.7766 77.66%
P-glycoprotein substrate - 0.5077 50.77%
CYP3A4 substrate + 0.7224 72.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8845 88.45%
CYP3A4 inhibition - 0.8189 81.89%
CYP2C9 inhibition - 0.7404 74.04%
CYP2C19 inhibition - 0.8078 80.78%
CYP2D6 inhibition - 0.9240 92.40%
CYP1A2 inhibition - 0.7689 76.89%
CYP2C8 inhibition + 0.6132 61.32%
CYP inhibitory promiscuity - 0.9037 90.37%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7003 70.03%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9112 91.12%
Skin irritation - 0.5595 55.95%
Skin corrosion - 0.9258 92.58%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7332 73.32%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7149 71.49%
skin sensitisation - 0.8629 86.29%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.7914 79.14%
Acute Oral Toxicity (c) III 0.5299 52.99%
Estrogen receptor binding + 0.6469 64.69%
Androgen receptor binding + 0.7571 75.71%
Thyroid receptor binding - 0.6092 60.92%
Glucocorticoid receptor binding + 0.6675 66.75%
Aromatase binding + 0.6928 69.28%
PPAR gamma + 0.7287 72.87%
Honey bee toxicity - 0.5950 59.50%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9828 98.28%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.04% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.87% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.38% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.02% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.00% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.54% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.19% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 91.83% 97.79%
CHEMBL1951 P21397 Monoamine oxidase A 91.10% 91.49%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.06% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.36% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.52% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.15% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.07% 91.24%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.25% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.13% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.00% 97.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.68% 93.04%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.68% 96.61%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.42% 99.17%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.96% 95.71%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.13% 93.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.67% 92.94%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.53% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.23% 92.50%

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.
Rhoiptelea chiliantha

Cross-Links

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PubChem 85286602
LOTUS LTS0156128
wikiData Q104914474