(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(3R,5R,8R,9R,10R,12S,13R,14R,17S)-12-hydroxy-17-[(2S,5S)-5-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-6-en-2-yl]-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)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

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Internal ID 0c70a202-72f6-4a72-b9d6-282a3ce15993
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(3R,5R,8R,9R,10R,12S,13R,14R,17S)-12-hydroxy-17-[(2S,5S)-5-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-6-en-2-yl]-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)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=C)C(CCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)C)OC7C(C(C(C(O7)CO)O)O)O)O
SMILES (Isomeric) CC(=C)[C@H](CC[C@@](C)([C@H]1CC[C@@]2([C@@H]1[C@H](C[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O
InChI InChI=1S/C48H82O19/c1-21(2)23(52)10-16-48(8,67-42-39(61)36(58)33(55)26(19-50)63-42)22-9-14-47(7)31(22)24(53)17-29-45(5)13-12-30(44(3,4)28(45)11-15-46(29,47)6)65-43-40(37(59)34(56)27(20-51)64-43)66-41-38(60)35(57)32(54)25(18-49)62-41/h22-43,49-61H,1,9-20H2,2-8H3/t22-,23-,24-,25+,26+,27+,28-,29+,30+,31-,32+,33+,34+,35-,36-,37-,38+,39+,40+,41-,42-,43-,45-,46+,47+,48-/m0/s1
InChI Key FAJNTKKJVSRNEJ-HAPFJBOCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H82O19
Molecular Weight 963.20 g/mol
Exact Mass 962.54503038 g/mol
Topological Polar Surface Area (TPSA) 318.00 Ų
XlogP 1.40
Atomic LogP (AlogP) -1.06
H-Bond Acceptor 19
H-Bond Donor 13
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(3R,5R,8R,9R,10R,12S,13R,14R,17S)-12-hydroxy-17-[(2S,5S)-5-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-6-en-2-yl]-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)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 + 0.6672 66.72%
Caco-2 - 0.8948 89.48%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6775 67.75%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8237 82.37%
OATP1B3 inhibitior + 0.8181 81.81%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.6292 62.92%
P-glycoprotein inhibitior + 0.7513 75.13%
P-glycoprotein substrate - 0.6265 62.65%
CYP3A4 substrate + 0.7344 73.44%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9292 92.92%
CYP2C9 inhibition - 0.8423 84.23%
CYP2C19 inhibition - 0.8753 87.53%
CYP2D6 inhibition - 0.9370 93.70%
CYP1A2 inhibition - 0.8923 89.23%
CYP2C8 inhibition + 0.5950 59.50%
CYP inhibitory promiscuity - 0.9433 94.33%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6676 66.76%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9043 90.43%
Skin irritation - 0.5726 57.26%
Skin corrosion - 0.9430 94.30%
Ames mutagenesis - 0.7978 79.78%
Human Ether-a-go-go-Related Gene inhibition + 0.8109 81.09%
Micronuclear - 0.8900 89.00%
Hepatotoxicity + 0.5203 52.03%
skin sensitisation - 0.8862 88.62%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.7130 71.30%
Acute Oral Toxicity (c) I 0.5121 51.21%
Estrogen receptor binding + 0.7556 75.56%
Androgen receptor binding + 0.7553 75.53%
Thyroid receptor binding - 0.5579 55.79%
Glucocorticoid receptor binding + 0.6318 63.18%
Aromatase binding + 0.6615 66.15%
PPAR gamma + 0.7521 75.21%
Honey bee toxicity - 0.5397 53.97%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9570 95.70%

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 98.48% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.91% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.93% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.16% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.92% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.26% 98.95%
CHEMBL237 P41145 Kappa opioid receptor 91.89% 98.10%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.59% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.67% 92.94%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 89.56% 95.58%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.27% 100.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 88.85% 92.86%
CHEMBL2996 Q05655 Protein kinase C delta 88.63% 97.79%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.97% 97.14%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.71% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.25% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.96% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.78% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.74% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.38% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.08% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.91% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.63% 89.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.40% 96.21%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.24% 95.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.98% 97.36%
CHEMBL206 P03372 Estrogen receptor alpha 82.54% 97.64%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 81.07% 97.86%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 80.84% 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.
Panax ginseng

Cross-Links

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PubChem 162917901
LOTUS LTS0168779
wikiData Q104992295