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

Details

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Internal ID 1acacea5-489b-4cfd-b4fd-e0bdf963fbab
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-[(E,2S)-6-hydroperoxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-4-en-2-yl]-3,12-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1(C(CCC2(C1C(CC3(C2CC(C4C3(CCC4C(C)(CC=CC(C)(C)OO)OC5C(C(C(C(O5)CO)O)O)O)C)O)C)OC6C(C(C(C(O6)CO)O)O)O)C)O)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1[C@H](C[C@@]3([C@@H]2C[C@H]([C@H]4[C@]3(CC[C@@H]4[C@](C)(C/C=C/C(C)(C)OO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)O)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)(C)C)O
InChI InChI=1S/C42H72O16/c1-37(2,58-53)12-9-13-42(8,57-36-33(52)31(50)29(48)24(19-44)56-36)20-10-15-40(6)27(20)21(45)16-25-39(5)14-11-26(46)38(3,4)34(39)22(17-41(25,40)7)54-35-32(51)30(49)28(47)23(18-43)55-35/h9,12,20-36,43-53H,10-11,13-19H2,1-8H3/b12-9+/t20-,21+,22-,23+,24+,25+,26-,27-,28+,29+,30-,31-,32+,33+,34-,35+,36-,39+,40+,41+,42-/m0/s1
InChI Key SQJZFCXTJOJNPI-YAYYJKCKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H72O16
Molecular Weight 833.00 g/mol
Exact Mass 832.48203620 g/mol
Topological Polar Surface Area (TPSA) 269.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 0.59
H-Bond Acceptor 16
H-Bond Donor 11
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-[(E,2S)-6-hydroperoxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-4-en-2-yl]-3,12-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-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 + 0.5627 56.27%
Caco-2 - 0.8700 87.00%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6365 63.65%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8245 82.45%
OATP1B3 inhibitior + 0.8884 88.84%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.6191 61.91%
P-glycoprotein inhibitior + 0.7591 75.91%
P-glycoprotein substrate - 0.5761 57.61%
CYP3A4 substrate + 0.7295 72.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8308 83.08%
CYP3A4 inhibition - 0.9413 94.13%
CYP2C9 inhibition - 0.8698 86.98%
CYP2C19 inhibition - 0.8543 85.43%
CYP2D6 inhibition - 0.9414 94.14%
CYP1A2 inhibition - 0.8765 87.65%
CYP2C8 inhibition + 0.6599 65.99%
CYP inhibitory promiscuity - 0.9524 95.24%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6368 63.68%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.9085 90.85%
Skin irritation - 0.6823 68.23%
Skin corrosion - 0.9304 93.04%
Ames mutagenesis - 0.6070 60.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7563 75.63%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.6625 66.25%
skin sensitisation - 0.8898 88.98%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.7173 71.73%
Acute Oral Toxicity (c) I 0.4658 46.58%
Estrogen receptor binding + 0.6875 68.75%
Androgen receptor binding + 0.7367 73.67%
Thyroid receptor binding - 0.5249 52.49%
Glucocorticoid receptor binding + 0.6416 64.16%
Aromatase binding + 0.6447 64.47%
PPAR gamma + 0.7373 73.73%
Honey bee toxicity - 0.5957 59.57%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9060 90.60%

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 97.92% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.38% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.46% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.30% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.87% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.31% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.60% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.57% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.71% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.43% 92.94%
CHEMBL259 P32245 Melanocortin receptor 4 87.06% 95.38%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.54% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.66% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.17% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.02% 95.50%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.95% 90.24%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.73% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.12% 95.56%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.11% 94.23%
CHEMBL1977 P11473 Vitamin D receptor 80.86% 99.43%

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 16655581
LOTUS LTS0055890
wikiData Q105258030