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(2S,3R,4R,5R,6R)-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(E,2S)-6-hydroxy-6-methyl-2-[(2R,3R,5S,8R,9R,10R,12R,13S,14R,17R)-2,3,12-trihydroxy-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]hept-4-en-2-yl]oxyoxan-2-yl]methoxy]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 483ba1f3-7cda-4f9f-b8e6-0b3050f42c07
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4R,5R,6R)-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(E,2S)-6-hydroxy-6-methyl-2-[(2R,3R,5S,8R,9R,10R,12R,13S,14R,17R)-2,3,12-trihydroxy-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]hept-4-en-2-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC(C)(CC=CC(C)(C)O)C3CCC4(C3C(CC5C4(CCC6C5(CC(C(C6(C)C)O)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)(C/C=C/C(C)(C)O)[C@@H]3CC[C@@]4([C@H]3[C@@H](C[C@H]5[C@]4(CC[C@H]6[C@@]5(C[C@H]([C@@H](C6(C)C)O)O)C)C)O)C)O)O)O)O)O)O
InChI InChI=1S/C42H72O14/c1-20-28(45)30(47)32(49)35(54-20)53-19-24-29(46)31(48)33(50)36(55-24)56-42(9,14-10-13-37(2,3)52)21-11-15-41(8)27(21)22(43)17-26-39(6)18-23(44)34(51)38(4,5)25(39)12-16-40(26,41)7/h10,13,20-36,43-52H,11-12,14-19H2,1-9H3/b13-10+/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 HYHKEAFPAJDVLB-ODVHXNQMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C42H72O14
Molecular Weight 801.00 g/mol
Exact Mass 800.49220697 g/mol
Topological Polar Surface Area (TPSA) 239.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 1.12
H-Bond Acceptor 14
H-Bond Donor 10
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,6R)-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(E,2S)-6-hydroxy-6-methyl-2-[(2R,3R,5S,8R,9R,10R,12R,13S,14R,17R)-2,3,12-trihydroxy-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]hept-4-en-2-yl]oxyoxan-2-yl]methoxy]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 + 0.7256 72.56%
Caco-2 - 0.8722 87.22%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7319 73.19%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8202 82.02%
OATP1B3 inhibitior + 0.8564 85.64%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.4906 49.06%
P-glycoprotein inhibitior + 0.7621 76.21%
P-glycoprotein substrate - 0.5439 54.39%
CYP3A4 substrate + 0.7176 71.76%
CYP2C9 substrate - 0.7993 79.93%
CYP2D6 substrate - 0.8357 83.57%
CYP3A4 inhibition - 0.9369 93.69%
CYP2C9 inhibition - 0.8925 89.25%
CYP2C19 inhibition - 0.9059 90.59%
CYP2D6 inhibition - 0.9559 95.59%
CYP1A2 inhibition - 0.9050 90.50%
CYP2C8 inhibition + 0.6981 69.81%
CYP inhibitory promiscuity - 0.9407 94.07%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6728 67.28%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9089 90.89%
Skin irritation - 0.6027 60.27%
Skin corrosion - 0.9482 94.82%
Ames mutagenesis - 0.6954 69.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7446 74.46%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.5843 58.43%
skin sensitisation - 0.9101 91.01%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7688 76.88%
Acute Oral Toxicity (c) I 0.6185 61.85%
Estrogen receptor binding + 0.7144 71.44%
Androgen receptor binding + 0.7152 71.52%
Thyroid receptor binding - 0.5214 52.14%
Glucocorticoid receptor binding + 0.6502 65.02%
Aromatase binding + 0.6526 65.26%
PPAR gamma + 0.7246 72.46%
Honey bee toxicity - 0.6511 65.11%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9486 94.86%

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 99.12% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.92% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.39% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.01% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.51% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.09% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.75% 96.61%
CHEMBL226 P30542 Adenosine A1 receptor 91.52% 95.93%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.35% 92.94%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.71% 97.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.81% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.11% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.17% 89.00%
CHEMBL1977 P11473 Vitamin D receptor 85.15% 99.43%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.81% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.62% 95.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.95% 95.50%
CHEMBL2581 P07339 Cathepsin D 81.74% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.14% 95.89%

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.
Gymnema sylvestre

Cross-Links

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PubChem 162880078
LOTUS LTS0140005
wikiData Q105035319