2-[2-[[17-[2-[6-[[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-6,12-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]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

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Internal ID ff0638da-d429-4a6f-907d-ee1178dc3df8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[2-[[17-[2-[6-[[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-6,12-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]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)O)C)O)C)OC7C(C(C(C(O7)COC8C(C(C(O8)CO)O)O)O)O)O)C
SMILES (Isomeric) CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)O)C)O)C)OC7C(C(C(C(O7)COC8C(C(C(O8)CO)O)O)O)O)O)C
InChI InChI=1S/C53H90O23/c1-22(2)10-9-13-53(8,76-47-42(68)38(64)36(62)29(73-47)21-69-45-40(66)35(61)28(20-56)70-45)23-11-15-51(6)32(23)24(57)16-30-50(5)14-12-31(49(3,4)44(50)25(58)17-52(30,51)7)74-48-43(39(65)34(60)27(19-55)72-48)75-46-41(67)37(63)33(59)26(18-54)71-46/h10,23-48,54-68H,9,11-21H2,1-8H3
InChI Key CNHRRMQBWQJRPN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C53H90O23
Molecular Weight 1095.30 g/mol
Exact Mass 1094.58728911 g/mol
Topological Polar Surface Area (TPSA) 377.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -2.59
H-Bond Acceptor 23
H-Bond Donor 15
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[2-[[17-[2-[6-[[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-6,12-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]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 + 0.7395 73.95%
Caco-2 - 0.9287 92.87%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7487 74.87%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8193 81.93%
OATP1B3 inhibitior + 0.8885 88.85%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8684 86.84%
P-glycoprotein inhibitior + 0.7520 75.20%
P-glycoprotein substrate - 0.6076 60.76%
CYP3A4 substrate + 0.7312 73.12%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9226 92.26%
CYP2C9 inhibition - 0.8642 86.42%
CYP2C19 inhibition - 0.9010 90.10%
CYP2D6 inhibition - 0.9274 92.74%
CYP1A2 inhibition - 0.9012 90.12%
CYP2C8 inhibition + 0.6960 69.60%
CYP inhibitory promiscuity - 0.9197 91.97%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5717 57.17%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9014 90.14%
Skin irritation - 0.5769 57.69%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8679 86.79%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.7734 77.34%
skin sensitisation - 0.8994 89.94%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.5741 57.41%
Acute Oral Toxicity (c) I 0.6698 66.98%
Estrogen receptor binding + 0.7945 79.45%
Androgen receptor binding + 0.7468 74.68%
Thyroid receptor binding + 0.5612 56.12%
Glucocorticoid receptor binding + 0.7492 74.92%
Aromatase binding + 0.6581 65.81%
PPAR gamma + 0.7954 79.54%
Honey bee toxicity - 0.5489 54.89%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9306 93.06%

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 98.41% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.12% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 96.02% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.14% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.59% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.09% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.01% 96.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.00% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.76% 95.89%
CHEMBL1914 P06276 Butyrylcholinesterase 90.34% 95.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.95% 97.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.20% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.11% 92.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.33% 97.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.03% 94.45%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.68% 100.00%
CHEMBL259 P32245 Melanocortin receptor 4 85.32% 95.38%
CHEMBL1937 Q92769 Histone deacetylase 2 84.01% 94.75%
CHEMBL2996 Q05655 Protein kinase C delta 83.82% 97.79%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.28% 96.90%
CHEMBL220 P22303 Acetylcholinesterase 83.21% 94.45%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.12% 93.04%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.07% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.06% 89.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.94% 95.58%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.17% 82.69%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.70% 92.62%
CHEMBL1871 P10275 Androgen Receptor 81.18% 96.43%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.64% 100.00%
CHEMBL1977 P11473 Vitamin D receptor 80.56% 99.43%
CHEMBL5255 O00206 Toll-like receptor 4 80.50% 92.50%
CHEMBL2581 P07339 Cathepsin D 80.13% 98.95%

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.
Panax ginseng

Cross-Links

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PubChem 78109419
LOTUS LTS0178519
wikiData Q104965796