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

Details

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Internal ID 7bb265c5-004d-41ed-b9fa-03f83e4c1b07
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)-3,12-dihydroxy-17-[(E,2S)-6-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-4-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-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)O)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)O)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/C42H72O15/c1-37(2,53)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 HMCPMOZTKYWJSJ-YAYYJKCKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H72O15
Molecular Weight 817.00 g/mol
Exact Mass 816.48712159 g/mol
Topological Polar Surface Area (TPSA) 259.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 0.09
H-Bond Acceptor 15
H-Bond Donor 11
Rotatable Bonds 10

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)-3,12-dihydroxy-17-[(E,2S)-6-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-4-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-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 + 0.5819 58.19%
Caco-2 - 0.8681 86.81%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6855 68.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8331 83.31%
OATP1B3 inhibitior + 0.8571 85.71%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior - 0.5166 51.66%
P-glycoprotein inhibitior + 0.7576 75.76%
P-glycoprotein substrate - 0.6274 62.74%
CYP3A4 substrate + 0.7286 72.86%
CYP2C9 substrate - 0.8007 80.07%
CYP2D6 substrate - 0.8411 84.11%
CYP3A4 inhibition - 0.9499 94.99%
CYP2C9 inhibition - 0.9049 90.49%
CYP2C19 inhibition - 0.9009 90.09%
CYP2D6 inhibition - 0.9549 95.49%
CYP1A2 inhibition - 0.9233 92.33%
CYP2C8 inhibition + 0.6530 65.30%
CYP inhibitory promiscuity - 0.9602 96.02%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6640 66.40%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9093 90.93%
Skin irritation - 0.6582 65.82%
Skin corrosion - 0.9524 95.24%
Ames mutagenesis - 0.7724 77.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7732 77.32%
Micronuclear - 0.8900 89.00%
Hepatotoxicity + 0.6625 66.25%
skin sensitisation - 0.9219 92.19%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.7072 70.72%
Acute Oral Toxicity (c) I 0.6662 66.62%
Estrogen receptor binding + 0.6983 69.83%
Androgen receptor binding + 0.7349 73.49%
Thyroid receptor binding - 0.5218 52.18%
Glucocorticoid receptor binding + 0.6324 63.24%
Aromatase binding + 0.6483 64.83%
PPAR gamma + 0.7262 72.62%
Honey bee toxicity - 0.6059 60.59%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.8873 88.73%

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 97.85% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.33% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.55% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.78% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.19% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.60% 96.61%
CHEMBL1977 P11473 Vitamin D receptor 88.96% 99.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.06% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.81% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.53% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.20% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 86.09% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.55% 95.50%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 84.40% 90.24%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.12% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 83.87% 97.79%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.63% 96.21%
CHEMBL259 P32245 Melanocortin receptor 4 83.18% 95.38%
CHEMBL220 P22303 Acetylcholinesterase 81.83% 94.45%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.04% 94.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.31% 97.14%

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
Panax japonicus
Panax notoginseng

Cross-Links

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PubChem 10676870
LOTUS LTS0263097
wikiData Q105030455