2-[5-hydroperoxy-6-methyl-2-(3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)hept-6-en-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

Top
Internal ID 93a336c8-7ba8-4417-80be-49429d9af7e8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[5-hydroperoxy-6-methyl-2-(3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)hept-6-en-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=C)C(CCC(C)(C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)O)C)O)C)O)C)OC5C(C(C(C(O5)CO)O)O)O)OO
SMILES (Isomeric) CC(=C)C(CCC(C)(C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)O)C)O)C)O)C)OC5C(C(C(C(O5)CO)O)O)O)OO
InChI InChI=1S/C36H62O11/c1-18(2)22(47-44)10-14-36(8,46-31-29(43)28(42)27(41)23(17-37)45-31)19-9-13-34(6)26(19)20(38)15-24-33(5)12-11-25(40)32(3,4)30(33)21(39)16-35(24,34)7/h19-31,37-44H,1,9-17H2,2-8H3
InChI Key NPJGFPSXGDTZJP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C36H62O11
Molecular Weight 670.90 g/mol
Exact Mass 670.42921279 g/mol
Topological Polar Surface Area (TPSA) 190.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 2.76
H-Bond Acceptor 11
H-Bond Donor 8
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 2-[5-hydroperoxy-6-methyl-2-(3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)hept-6-en-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7700 77.00%
Caco-2 - 0.8628 86.28%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6290 62.90%
OATP2B1 inhibitior - 0.8637 86.37%
OATP1B1 inhibitior + 0.8537 85.37%
OATP1B3 inhibitior + 0.8864 88.64%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.7042 70.42%
BSEP inhibitior - 0.7607 76.07%
P-glycoprotein inhibitior + 0.7161 71.61%
P-glycoprotein substrate + 0.5180 51.80%
CYP3A4 substrate + 0.7234 72.34%
CYP2C9 substrate - 0.8022 80.22%
CYP2D6 substrate - 0.8291 82.91%
CYP3A4 inhibition - 0.8377 83.77%
CYP2C9 inhibition - 0.7547 75.47%
CYP2C19 inhibition - 0.8039 80.39%
CYP2D6 inhibition - 0.9220 92.20%
CYP1A2 inhibition - 0.7824 78.24%
CYP2C8 inhibition + 0.5796 57.96%
CYP inhibitory promiscuity - 0.8841 88.41%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6970 69.70%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.9132 91.32%
Skin irritation - 0.5972 59.72%
Skin corrosion - 0.9236 92.36%
Ames mutagenesis - 0.7039 70.39%
Human Ether-a-go-go-Related Gene inhibition + 0.7925 79.25%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.5458 54.58%
skin sensitisation - 0.8597 85.97%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7361 73.61%
Acute Oral Toxicity (c) III 0.4701 47.01%
Estrogen receptor binding + 0.6069 60.69%
Androgen receptor binding + 0.7416 74.16%
Thyroid receptor binding - 0.5532 55.32%
Glucocorticoid receptor binding + 0.5944 59.44%
Aromatase binding + 0.6979 69.79%
PPAR gamma + 0.6634 66.34%
Honey bee toxicity - 0.5499 54.99%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9756 97.56%

Targets

Top

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 98.37% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.20% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 97.17% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.63% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.41% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.26% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.38% 82.69%
CHEMBL2996 Q05655 Protein kinase C delta 91.49% 97.79%
CHEMBL2581 P07339 Cathepsin D 91.33% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.16% 92.94%
CHEMBL226 P30542 Adenosine A1 receptor 90.93% 95.93%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 89.51% 92.50%
CHEMBL237 P41145 Kappa opioid receptor 88.48% 98.10%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.30% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.24% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.53% 95.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.87% 86.33%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 86.59% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.37% 97.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.80% 100.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 84.12% 92.86%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.32% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.76% 95.83%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.89% 89.00%
CHEMBL259 P32245 Melanocortin receptor 4 81.86% 95.38%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 81.75% 92.86%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.68% 100.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.03% 90.24%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.13% 96.90%

Plants that contains it

Top
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.
Panax ginseng

Cross-Links

Top
PubChem 75058632
LOTUS LTS0233206
wikiData Q105183046