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(2R,3R,4S,5S,6R)-2-[[(3S,5R,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]-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-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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 9693ecd4-305b-4798-b8d3-ae0982c8ac0b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(3S,5R,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]-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-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H72O15/c1-37(2,57-52)13-9-14-42(8,56-36-34(51)32(49)30(47)24(20-44)54-36)21-10-16-41(7)28(21)22(45)18-26-39(5)15-12-27(38(3,4)25(39)11-17-40(26,41)6)55-35-33(50)31(48)29(46)23(19-43)53-35/h9,13,21-36,43-52H,10-12,14-20H2,1-8H3/b13-9+/t21-,22+,23+,24+,25-,26+,27-,28-,29+,30+,31-,32-,33+,34+,35-,36-,39-,40+,41+,42-/m0/s1
InChI Key DDOPAXLQAFAFAZ-YZSKAGILSA-N
Popularity 2 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) 248.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 1.62
H-Bond Acceptor 15
H-Bond Donor 10
Rotatable Bonds 11

Synonyms

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SCHEMBL30385572

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(3S,5R,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]-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-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 + 0.5627 56.27%
Caco-2 - 0.8782 87.82%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6365 63.65%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7872 78.72%
OATP1B3 inhibitior + 0.8884 88.84%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.5568 55.68%
P-glycoprotein inhibitior + 0.7725 77.25%
P-glycoprotein substrate - 0.7421 74.21%
CYP3A4 substrate + 0.7237 72.37%
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 + 0.6469 64.69%
CYP inhibitory promiscuity - 0.9524 95.24%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6368 63.68%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.9084 90.84%
Skin irritation - 0.6823 68.23%
Skin corrosion - 0.9304 93.04%
Ames mutagenesis - 0.6416 64.16%
Human Ether-a-go-go-Related Gene inhibition + 0.7468 74.68%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.5354 53.54%
skin sensitisation - 0.8898 88.98%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.7187 71.87%
Acute Oral Toxicity (c) I 0.4658 46.58%
Estrogen receptor binding + 0.7131 71.31%
Androgen receptor binding + 0.7323 73.23%
Thyroid receptor binding - 0.5591 55.91%
Glucocorticoid receptor binding + 0.6735 67.35%
Aromatase binding + 0.6612 66.12%
PPAR gamma + 0.7328 73.28%
Honey bee toxicity - 0.5922 59.22%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5100 51.00%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.67% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.52% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.53% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.58% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.45% 96.61%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.22% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.48% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 89.57% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.25% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.59% 82.69%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.28% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.25% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.12% 97.36%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.31% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.01% 94.45%
CHEMBL259 P32245 Melanocortin receptor 4 83.02% 95.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.94% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.73% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.01% 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

Cross-Links

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PubChem 16655213
LOTUS LTS0086278
wikiData Q104976672