2-[[17-(6-hydroperoxy-2-hydroxy-6-methylhept-4-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]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

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Internal ID bb294293-65dd-4dd2-bd62-2dd96bb4392d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[[17-(6-hydroperoxy-2-hydroxy-6-methylhept-4-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]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1(C2CCC3(C(C2(C(C(C1OC4C(C(C(C(O4)CO)O)O)O)O)O)C)CCC5C3(CCC5C(C)(CC=CC(C)(C)OO)O)C)C)C
SMILES (Isomeric) CC1(C2CCC3(C(C2(C(C(C1OC4C(C(C(C(O4)CO)O)O)O)O)O)C)CCC5C3(CCC5C(C)(CC=CC(C)(C)OO)O)C)C)C
InChI InChI=1S/C36H62O11/c1-31(2,47-44)14-9-15-35(7,43)20-12-16-33(5)19(20)10-11-23-34(33,6)17-13-22-32(3,4)29(27(41)28(42)36(22,23)8)46-30-26(40)25(39)24(38)21(18-37)45-30/h9,14,19-30,37-44H,10-13,15-18H2,1-8H3
InChI Key OZGIVROHGSFHCX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H62O11
Molecular Weight 670.90 g/mol
Exact Mass 670.42921279 g/mol
Topological Polar Surface Area (TPSA) 190.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 2.76
H-Bond Acceptor 11
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[[17-(6-hydroperoxy-2-hydroxy-6-methylhept-4-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]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7075 70.75%
Caco-2 - 0.8624 86.24%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6393 63.93%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8190 81.90%
OATP1B3 inhibitior + 0.8990 89.90%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6792 67.92%
BSEP inhibitior - 0.7484 74.84%
P-glycoprotein inhibitior + 0.7719 77.19%
P-glycoprotein substrate - 0.6936 69.36%
CYP3A4 substrate + 0.6929 69.29%
CYP2C9 substrate - 0.8006 80.06%
CYP2D6 substrate - 0.8419 84.19%
CYP3A4 inhibition - 0.8665 86.65%
CYP2C9 inhibition - 0.8344 83.44%
CYP2C19 inhibition - 0.8452 84.52%
CYP2D6 inhibition - 0.9418 94.18%
CYP1A2 inhibition - 0.8133 81.33%
CYP2C8 inhibition + 0.6257 62.57%
CYP inhibitory promiscuity - 0.9191 91.91%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6969 69.69%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9179 91.79%
Skin irritation - 0.6466 64.66%
Skin corrosion - 0.9249 92.49%
Ames mutagenesis - 0.5879 58.79%
Human Ether-a-go-go-Related Gene inhibition + 0.7267 72.67%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.6766 67.66%
skin sensitisation - 0.8844 88.44%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7353 73.53%
Acute Oral Toxicity (c) III 0.3898 38.98%
Estrogen receptor binding + 0.6735 67.35%
Androgen receptor binding + 0.7498 74.98%
Thyroid receptor binding - 0.5385 53.85%
Glucocorticoid receptor binding + 0.6502 65.02%
Aromatase binding + 0.6808 68.08%
PPAR gamma + 0.6652 66.52%
Honey bee toxicity - 0.6652 66.52%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9355 93.55%

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 98.89% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.67% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.58% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.66% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.25% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.34% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.24% 97.09%
CHEMBL2581 P07339 Cathepsin D 87.64% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.71% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.23% 96.61%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.84% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.32% 95.56%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.53% 91.03%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.08% 91.24%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.70% 100.00%
CHEMBL233 P35372 Mu opioid receptor 82.28% 97.93%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.07% 92.62%

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 85228939
LOTUS LTS0087088
wikiData Q105203773