(2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[(2S)-2-[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-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-17-yl]-6-methylhept-5-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol

Details

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Internal ID e3b49781-cac3-45c9-bdb6-ca632bf5792a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[(2S)-2-[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-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-17-yl]-6-methylhept-5-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC(C)(CCC=C(C)C)C3CCC4(C3C(CC5C4(CCC6C5(CCC(C6(C)C)O)C)C)O)C)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@@](C)(CCC=C(C)C)[C@H]3CC[C@@]4([C@@H]3[C@@H](C[C@H]5[C@]4(CC[C@@H]6[C@@]5(CC[C@@H](C6(C)C)O)C)C)O)C)O)O)O)O)O)O
InChI InChI=1S/C42H72O12/c1-21(2)11-10-15-42(9,54-37-35(50)33(48)31(46)25(53-37)20-51-36-34(49)32(47)30(45)22(3)52-36)23-12-17-41(8)29(23)24(43)19-27-39(6)16-14-28(44)38(4,5)26(39)13-18-40(27,41)7/h11,22-37,43-50H,10,12-20H2,1-9H3/t22-,23-,24+,25+,26-,27+,28-,29-,30-,31+,32+,33-,34+,35+,36+,37-,39-,40+,41+,42-/m0/s1
InChI Key NUWZVUKAGIYNSQ-VGBCUWDCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H72O12
Molecular Weight 769.00 g/mol
Exact Mass 768.50237773 g/mol
Topological Polar Surface Area (TPSA) 199.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.18
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 (2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[(2S)-2-[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-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-17-yl]-6-methylhept-5-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-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 + 0.8160 81.60%
Caco-2 - 0.8826 88.26%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7546 75.46%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8410 84.10%
OATP1B3 inhibitior + 0.8635 86.35%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.4558 45.58%
P-glycoprotein inhibitior + 0.7866 78.66%
P-glycoprotein substrate - 0.6641 66.41%
CYP3A4 substrate + 0.7119 71.19%
CYP2C9 substrate - 0.8028 80.28%
CYP2D6 substrate - 0.8179 81.79%
CYP3A4 inhibition - 0.9356 93.56%
CYP2C9 inhibition - 0.8338 83.38%
CYP2C19 inhibition - 0.8966 89.66%
CYP2D6 inhibition - 0.9349 93.49%
CYP1A2 inhibition - 0.8868 88.68%
CYP2C8 inhibition + 0.6340 63.40%
CYP inhibitory promiscuity - 0.9068 90.68%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6577 65.77%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9119 91.19%
Skin irritation - 0.5201 52.01%
Skin corrosion - 0.9469 94.69%
Ames mutagenesis - 0.7508 75.08%
Human Ether-a-go-go-Related Gene inhibition + 0.8095 80.95%
Micronuclear - 0.8600 86.00%
Hepatotoxicity + 0.5368 53.68%
skin sensitisation - 0.8863 88.63%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8329 83.29%
Acute Oral Toxicity (c) I 0.5826 58.26%
Estrogen receptor binding + 0.7255 72.55%
Androgen receptor binding + 0.7137 71.37%
Thyroid receptor binding - 0.5772 57.72%
Glucocorticoid receptor binding + 0.6439 64.39%
Aromatase binding + 0.7033 70.33%
PPAR gamma + 0.7279 72.79%
Honey bee toxicity - 0.5977 59.77%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9628 96.28%

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 97.93% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.50% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.37% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.13% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.60% 97.36%
CHEMBL226 P30542 Adenosine A1 receptor 93.31% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.00% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.97% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.80% 92.94%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.81% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.30% 95.89%
CHEMBL2179 P04062 Beta-glucocerebrosidase 87.91% 85.31%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.77% 95.50%
CHEMBL2581 P07339 Cathepsin D 85.41% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 83.70% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.51% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 82.79% 94.75%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.72% 96.61%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.67% 95.89%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 82.51% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.13% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.01% 96.90%
CHEMBL5028 O14672 ADAM10 81.51% 97.50%

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.
Coleostephus myconis
Dahlia pinnata
Gynostemma pentaphyllum
Synotis alata

Cross-Links

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PubChem 21626528
NPASS NPC125545