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(2S,3R,4S,5S,6R)-2-[(Z,2S)-2-[(3S,5S,6S,8R,9R,10R,13R,14R,17S)-3,6-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]-7-hydroxy-6-methylhept-5-en-2-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 fb73a6d3-b175-4a53-9435-eea58ed8088a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4S,5S,6R)-2-[(Z,2S)-2-[(3S,5S,6S,8R,9R,10R,13R,14R,17S)-3,6-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]-7-hydroxy-6-methylhept-5-en-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1CCC3C2(CC(C4C3(CCC(C4(C)C)O)C)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[C@@H]([C@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)O)C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)/CO
InChI InChI=1S/C36H62O9/c1-20(18-37)9-8-14-36(7,45-31-29(43)28(42)27(41)24(19-38)44-31)22-12-16-34(5)21(22)10-11-25-33(4)15-13-26(40)32(2,3)30(33)23(39)17-35(25,34)6/h9,21-31,37-43H,8,10-19H2,1-7H3/b20-9-/t21-,22+,23+,24-,25-,26+,27-,28+,29-,30-,31+,33-,34-,35-,36+/m1/s1
InChI Key LJXHGBBGOLNHCU-CMFRLUHXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H62O9
Molecular Weight 638.90 g/mol
Exact Mass 638.43938355 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 3.30
H-Bond Acceptor 9
H-Bond Donor 7
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[(Z,2S)-2-[(3S,5S,6S,8R,9R,10R,13R,14R,17S)-3,6-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]-7-hydroxy-6-methylhept-5-en-2-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 + 0.7421 74.21%
Caco-2 - 0.8450 84.50%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7203 72.03%
OATP2B1 inhibitior - 0.5790 57.90%
OATP1B1 inhibitior + 0.8609 86.09%
OATP1B3 inhibitior + 0.8481 84.81%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.6166 61.66%
P-glycoprotein inhibitior + 0.7221 72.21%
P-glycoprotein substrate - 0.6350 63.50%
CYP3A4 substrate + 0.7254 72.54%
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 + 0.6192 61.92%
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 - 0.9271 92.71%
Skin irritation - 0.6066 60.66%
Skin corrosion - 0.9491 94.91%
Ames mutagenesis - 0.7895 78.95%
Human Ether-a-go-go-Related Gene inhibition + 0.8604 86.04%
Micronuclear - 0.8700 87.00%
Hepatotoxicity + 0.5591 55.91%
skin sensitisation - 0.8939 89.39%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.7999 79.99%
Acute Oral Toxicity (c) I 0.4919 49.19%
Estrogen receptor binding + 0.6164 61.64%
Androgen receptor binding + 0.7497 74.97%
Thyroid receptor binding - 0.5144 51.44%
Glucocorticoid receptor binding + 0.6167 61.67%
Aromatase binding + 0.6947 69.47%
PPAR gamma + 0.6542 65.42%
Honey bee toxicity - 0.5908 59.08%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5500 55.00%
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 97.90% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 97.42% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.85% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.80% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.26% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.85% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.90% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 89.40% 95.93%
CHEMBL3286 P00749 Urokinase-type plasminogen activator 88.07% 97.88%
CHEMBL2581 P07339 Cathepsin D 87.89% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.49% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.36% 95.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.30% 94.45%
CHEMBL259 P32245 Melanocortin receptor 4 84.06% 95.38%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.38% 97.14%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.27% 97.36%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.97% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.69% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.68% 89.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.01% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.57% 92.62%

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 162973081
LOTUS LTS0169205
wikiData Q105152882