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(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(6R,10R,12S,13S,14R,17S)-4-ethyl-3,12-dihydroxy-4,10,14-trimethyl-17-[(2Z)-6-methylhepta-2,5-dien-2-yl]-1,2,3,5,6,7,8,9,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-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 8fad3ca5-d193-4995-be31-ca7a14c8606f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(6R,10R,12S,13S,14R,17S)-4-ethyl-3,12-dihydroxy-4,10,14-trimethyl-17-[(2Z)-6-methylhepta-2,5-dien-2-yl]-1,2,3,5,6,7,8,9,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H70O12/c1-9-40(6)29(45)14-16-42(8)24-17-26(44)30-23(21(4)12-10-11-20(2)3)13-15-41(30,7)25(24)18-27(37(40)42)52-39-36(34(49)32(47)28(19-43)53-39)54-38-35(50)33(48)31(46)22(5)51-38/h11-12,22-39,43-50H,9-10,13-19H2,1-8H3/b21-12-/t22-,23+,24?,25?,26-,27+,28+,29?,30+,31-,32+,33+,34-,35+,36+,37?,38-,39+,40?,41+,42+/m0/s1
InChI Key YCTQSBSHNMQDKH-OXRPIMBOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H70O12
Molecular Weight 767.00 g/mol
Exact Mass 766.48672766 g/mol
Topological Polar Surface Area (TPSA) 199.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 2.95
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(6R,10R,12S,13S,14R,17S)-4-ethyl-3,12-dihydroxy-4,10,14-trimethyl-17-[(2Z)-6-methylhepta-2,5-dien-2-yl]-1,2,3,5,6,7,8,9,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-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 + 0.8585 85.85%
Caco-2 - 0.8745 87.45%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.6788 67.88%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8663 86.63%
OATP1B3 inhibitior + 0.8526 85.26%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.5913 59.13%
P-glycoprotein inhibitior + 0.7466 74.66%
P-glycoprotein substrate - 0.5726 57.26%
CYP3A4 substrate + 0.7173 71.73%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.7997 79.97%
CYP2C9 inhibition - 0.8075 80.75%
CYP2C19 inhibition - 0.8903 89.03%
CYP2D6 inhibition - 0.9282 92.82%
CYP1A2 inhibition - 0.8955 89.55%
CYP2C8 inhibition + 0.5521 55.21%
CYP inhibitory promiscuity - 0.8590 85.90%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6481 64.81%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9190 91.90%
Skin irritation - 0.5223 52.23%
Skin corrosion - 0.9463 94.63%
Ames mutagenesis - 0.7654 76.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8769 87.69%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.9366 93.66%
Acute Oral Toxicity (c) III 0.4747 47.47%
Estrogen receptor binding + 0.7381 73.81%
Androgen receptor binding + 0.6766 67.66%
Thyroid receptor binding - 0.5712 57.12%
Glucocorticoid receptor binding + 0.6238 62.38%
Aromatase binding + 0.6722 67.22%
PPAR gamma + 0.7199 71.99%
Honey bee toxicity - 0.5825 58.25%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9550 95.50%

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 98.39% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.79% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.39% 86.33%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 92.37% 95.58%
CHEMBL226 P30542 Adenosine A1 receptor 92.15% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.36% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.16% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.91% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 88.36% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.74% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.73% 95.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.49% 92.94%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.12% 97.36%
CHEMBL1977 P11473 Vitamin D receptor 86.88% 99.43%
CHEMBL2581 P07339 Cathepsin D 85.02% 98.95%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.93% 96.21%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 84.08% 92.86%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.05% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.46% 89.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.14% 91.24%
CHEMBL1951 P21397 Monoamine oxidase A 82.95% 91.49%
CHEMBL233 P35372 Mu opioid receptor 82.03% 97.93%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.90% 95.83%
CHEMBL206 P03372 Estrogen receptor alpha 81.41% 97.64%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.31% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 80.64% 94.73%

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 6439252
LOTUS LTS0127198
wikiData Q105346486