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(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[(Z,2S)-7-hydroxy-6-methyl-2-[(3S,5R,6R,7R,8R,9R,10R,13R,14R,17S)-3,6,7-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-5-en-2-yl]oxyoxane-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 b6407071-f3ef-4225-b622-9249a53bee86
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[(Z,2S)-7-hydroxy-6-methyl-2-[(3S,5R,6R,7R,8R,9R,10R,13R,14R,17S)-3,6,7-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-5-en-2-yl]oxyoxane-3,4,5-triol
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1CCC3C2(C(C(C4C3(CCC(C4(C)C)O)C)O)O)C)C)OC5C(C(C(C(O5)CO)O)O)O)CO
SMILES (Isomeric) C/C(=C/CC[C@@](C)([C@H]1CC[C@@]2([C@@H]1CC[C@H]3[C@]2([C@H]([C@@H]([C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)O)O)C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)/CO
InChI InChI=1S/C36H62O10/c1-19(17-37)9-8-14-35(6,46-31-27(42)26(41)25(40)22(18-38)45-31)21-12-16-34(5)20(21)10-11-23-33(4)15-13-24(39)32(2,3)29(33)28(43)30(44)36(23,34)7/h9,20-31,37-44H,8,10-18H2,1-7H3/b19-9-/t20-,21+,22-,23-,24+,25-,26+,27-,28-,29+,30+,31+,33-,34-,35+,36+/m1/s1
InChI Key SKNPBTHSAOOKRA-LIRIXRBPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H62O10
Molecular Weight 654.90 g/mol
Exact Mass 654.43429817 g/mol
Topological Polar Surface Area (TPSA) 180.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 2.27
H-Bond Acceptor 10
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[(Z,2S)-7-hydroxy-6-methyl-2-[(3S,5R,6R,7R,8R,9R,10R,13R,14R,17S)-3,6,7-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-5-en-2-yl]oxyoxane-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 + 0.7421 74.21%
Caco-2 - 0.8534 85.34%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7203 72.03%
OATP2B1 inhibitior - 0.7220 72.20%
OATP1B1 inhibitior + 0.8320 83.20%
OATP1B3 inhibitior + 0.8481 84.81%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.6252 62.52%
P-glycoprotein inhibitior + 0.7277 72.77%
P-glycoprotein substrate - 0.6410 64.10%
CYP3A4 substrate + 0.7143 71.43%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9313 93.13%
CYP2C9 inhibition - 0.8336 83.36%
CYP2C19 inhibition - 0.8649 86.49%
CYP2D6 inhibition - 0.9334 93.34%
CYP1A2 inhibition - 0.8610 86.10%
CYP2C8 inhibition + 0.6353 63.53%
CYP inhibitory promiscuity - 0.9197 91.97%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7011 70.11%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9242 92.42%
Skin irritation - 0.6066 60.66%
Skin corrosion - 0.9491 94.91%
Ames mutagenesis - 0.6424 64.24%
Human Ether-a-go-go-Related Gene inhibition + 0.8613 86.13%
Micronuclear - 0.8700 87.00%
Hepatotoxicity + 0.5069 50.69%
skin sensitisation - 0.8939 89.39%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.8063 80.63%
Acute Oral Toxicity (c) I 0.4919 49.19%
Estrogen receptor binding + 0.6268 62.68%
Androgen receptor binding + 0.7560 75.60%
Thyroid receptor binding - 0.5181 51.81%
Glucocorticoid receptor binding + 0.6092 60.92%
Aromatase binding + 0.6846 68.46%
PPAR gamma + 0.6727 67.27%
Honey bee toxicity - 0.6401 64.01%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9291 92.91%

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 98.09% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.01% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.62% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.83% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.46% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.81% 100.00%
CHEMBL2581 P07339 Cathepsin D 89.75% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.27% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.51% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 85.97% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.73% 95.56%
CHEMBL3286 P00749 Urokinase-type plasminogen activator 84.81% 97.88%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.50% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.89% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.34% 89.00%
CHEMBL259 P32245 Melanocortin receptor 4 81.83% 95.38%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.46% 96.90%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.40% 97.36%

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.
Actinostemma tenerum

Cross-Links

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PubChem 21672407
LOTUS LTS0016480
wikiData Q105254936