PlantaeDB Logo
Login Sign-up

(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[10-(hydroxymethyl)-17-[1-hydroxy-5-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhex-4-enyl]-4,4,8,14-tetramethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]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

Top
Internal ID 5876bdc0-e2b0-47c5-a775-b4f676f1a034
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[10-(hydroxymethyl)-17-[1-hydroxy-5-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhex-4-enyl]-4,4,8,14-tetramethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-3,4,5-triol
SMILES (Canonical) CC(=CCCC(C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)CO)C)C)(O)OC6C(C(C(C(O6)CO)O)O)O)C
SMILES (Isomeric) CC(=CCCC(C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)CO)C)C)(O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C
InChI InChI=1S/C41H70O14/c1-21(2)8-7-14-41(51,55-36-34(50)32(48)30(46)25(19-43)53-36)23-11-15-38(5)22(23)9-10-27-39(38,6)16-12-26-37(3,4)28(13-17-40(26,27)20-44)54-35-33(49)31(47)29(45)24(18-42)52-35/h8,22-36,42-51H,7,9-20H2,1-6H3/t22?,23?,24-,25-,26?,27?,28?,29-,30-,31+,32+,33-,34-,35+,36+,38?,39?,40?,41?/m1/s1
InChI Key OVWCEEHSQZFLKJ-FDMWOBLASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C41H70O14
Molecular Weight 787.00 g/mol
Exact Mass 786.47655690 g/mol
Topological Polar Surface Area (TPSA) 239.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 1.08
H-Bond Acceptor 14
H-Bond Donor 10
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[10-(hydroxymethyl)-17-[1-hydroxy-5-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhex-4-enyl]-4,4,8,14-tetramethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6877 68.77%
Caco-2 - 0.8819 88.19%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8293 82.93%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.6357 63.57%
P-glycoprotein inhibitior + 0.7860 78.60%
P-glycoprotein substrate - 0.7712 77.12%
CYP3A4 substrate + 0.6999 69.99%
CYP2C9 substrate - 0.6122 61.22%
CYP2D6 substrate - 0.8302 83.02%
CYP3A4 inhibition - 0.9502 95.02%
CYP2C9 inhibition - 0.8671 86.71%
CYP2C19 inhibition - 0.9036 90.36%
CYP2D6 inhibition - 0.9380 93.80%
CYP1A2 inhibition - 0.9057 90.57%
CYP2C8 inhibition + 0.6837 68.37%
CYP inhibitory promiscuity - 0.9413 94.13%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6474 64.74%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9110 91.10%
Skin irritation - 0.5956 59.56%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8025 80.25%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.5248 52.48%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity + 0.5625 56.25%
Acute Oral Toxicity (c) I 0.5677 56.77%
Estrogen receptor binding + 0.7308 73.08%
Androgen receptor binding + 0.7429 74.29%
Thyroid receptor binding - 0.5644 56.44%
Glucocorticoid receptor binding + 0.6217 62.17%
Aromatase binding + 0.6699 66.99%
PPAR gamma + 0.7217 72.17%
Honey bee toxicity - 0.5852 58.52%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9172 91.72%

Targets

Top

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 96.09% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.23% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.13% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.69% 96.61%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.05% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.60% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.39% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.34% 86.33%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.25% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.67% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.48% 95.50%
CHEMBL259 P32245 Melanocortin receptor 4 83.12% 95.38%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.10% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 82.50% 95.93%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.25% 99.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.18% 93.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.63% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 81.33% 94.75%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.25% 91.24%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.98% 92.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.60% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.31% 95.89%

Plants that contains it

Top
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.
Gynostemma pentaphyllum

Cross-Links

Top
PubChem 11968577
NPASS NPC174328
LOTUS LTS0160818
wikiData Q105201451