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(6S)-6-[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-12-hydroxy-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]-2-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-1-en-3-one

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 ef80bc54-83bc-46ef-a7a0-5c5a7f20095f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (6S)-6-[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-12-hydroxy-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]-2-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-1-en-3-one
SMILES (Canonical) CC(=C)C(=O)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)COC8C(C(C(C(O8)CO)O)O)O)O)O)O
SMILES (Isomeric) CC(=C)C(=O)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[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O
InChI InChI=1S/C54H90O24/c1-22(2)24(58)10-16-54(8,78-48-44(70)40(66)37(63)29(75-48)21-71-46-42(68)38(64)34(60)26(18-55)72-46)23-9-14-53(7)33(23)25(59)17-31-51(5)13-12-32(50(3,4)30(51)11-15-52(31,53)6)76-49-45(41(67)36(62)28(20-57)74-49)77-47-43(69)39(65)35(61)27(19-56)73-47/h23,25-49,55-57,59-70H,1,9-21H2,2-8H3/t23-,25+,26+,27+,28+,29+,30-,31+,32-,33-,34+,35+,36+,37+,38-,39-,40-,41-,42+,43+,44+,45+,46+,47-,48-,49-,51-,52+,53+,54-/m0/s1
InChI Key TXQLFMCRDJSJDN-YKBNHCIXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C54H90O24
Molecular Weight 1123.30 g/mol
Exact Mass 1122.58220373 g/mol
Topological Polar Surface Area (TPSA) 394.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -3.02
H-Bond Acceptor 24
H-Bond Donor 15
Rotatable Bonds 17

Synonyms

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DTXSID701316354
193895-26-0

2D Structure

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2D Structure of (6S)-6-[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-12-hydroxy-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]-2-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-1-en-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7532 75.32%
Caco-2 - 0.8985 89.85%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7797 77.97%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8037 80.37%
OATP1B3 inhibitior - 0.2425 24.25%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.7276 72.76%
BSEP inhibitior + 0.9024 90.24%
P-glycoprotein inhibitior + 0.7487 74.87%
P-glycoprotein substrate - 0.6204 62.04%
CYP3A4 substrate + 0.7378 73.78%
CYP2C9 substrate - 0.8008 80.08%
CYP2D6 substrate - 0.8723 87.23%
CYP3A4 inhibition - 0.9192 91.92%
CYP2C9 inhibition - 0.8356 83.56%
CYP2C19 inhibition - 0.8825 88.25%
CYP2D6 inhibition - 0.9389 93.89%
CYP1A2 inhibition - 0.8922 89.22%
CYP2C8 inhibition + 0.6950 69.50%
CYP inhibitory promiscuity - 0.9530 95.30%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6708 67.08%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9001 90.01%
Skin irritation - 0.5254 52.54%
Skin corrosion - 0.9419 94.19%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8036 80.36%
Micronuclear - 0.8900 89.00%
Hepatotoxicity + 0.5344 53.44%
skin sensitisation - 0.8880 88.80%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.6465 64.65%
Acute Oral Toxicity (c) III 0.4753 47.53%
Estrogen receptor binding + 0.7755 77.55%
Androgen receptor binding + 0.7580 75.80%
Thyroid receptor binding + 0.5398 53.98%
Glucocorticoid receptor binding + 0.7583 75.83%
Aromatase binding + 0.6381 63.81%
PPAR gamma + 0.7937 79.37%
Honey bee toxicity - 0.5667 56.67%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9698 96.98%

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 98.79% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.44% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.82% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.82% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.23% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.93% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.30% 96.61%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.86% 97.36%
CHEMBL5255 O00206 Toll-like receptor 4 89.87% 92.50%
CHEMBL2581 P07339 Cathepsin D 88.85% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.55% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.45% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.61% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.45% 95.89%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.33% 96.21%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.57% 93.04%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.11% 91.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.03% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.58% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.43% 97.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.54% 94.45%
CHEMBL5028 O14672 ADAM10 82.30% 97.50%
CHEMBL220 P22303 Acetylcholinesterase 82.13% 94.45%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 81.82% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.82% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.22% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.53% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.46% 95.56%

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 notoginseng
Panax pseudoginseng

Cross-Links

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PubChem 101704407
NPASS NPC76840
LOTUS LTS0116061
wikiData Q105266927