PlantaeDB Logo
Login Sign-up

(2S,3R,4S,5S,6R)-2-[(2S,3S,4R,6R)-6-[(1S)-1-[(1S,3R,8S,9S,10R,13S,14S,17R)-1,3-dihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-3-hydroxy-4-methoxy-3,4-dimethyloxan-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

Top
Internal ID 6c2c17c1-b4a0-4339-b2ce-d7848494fd4d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2S,3S,4R,6R)-6-[(1S)-1-[(1S,3R,8S,9S,10R,13S,14S,17R)-1,3-dihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-3-hydroxy-4-methoxy-3,4-dimethyloxan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(C1CCC2C1(CCC3C2CC=C4C3(C(CC(C4)O)O)C)C)C5CC(C(C(O5)OC6C(C(C(C(O6)CO)O)O)O)(C)O)(C)OC
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3([C@H](C[C@@H](C4)O)O)C)C)[C@H]5C[C@@]([C@]([C@@H](O5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)(C)O)(C)OC
InChI InChI=1S/C35H58O11/c1-17(21-9-10-22-20-8-7-18-13-19(37)14-26(38)34(18,4)23(20)11-12-32(21,22)2)24-15-33(3,43-6)35(5,42)31(45-24)46-30-29(41)28(40)27(39)25(16-36)44-30/h7,17,19-31,36-42H,8-16H2,1-6H3/t17-,19+,20-,21+,22-,23-,24+,25+,26-,27+,28-,29+,30-,31-,32+,33+,34-,35+/m0/s1
InChI Key AQNHOUSVKHBKKF-LUAWNXOPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C35H58O11
Molecular Weight 654.80 g/mol
Exact Mass 654.39791266 g/mol
Topological Polar Surface Area (TPSA) 179.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 1.62
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3R,4S,5S,6R)-2-[(2S,3S,4R,6R)-6-[(1S)-1-[(1S,3R,8S,9S,10R,13S,14S,17R)-1,3-dihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-3-hydroxy-4-methoxy-3,4-dimethyloxan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7744 77.44%
Caco-2 - 0.8629 86.29%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6980 69.80%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8628 86.28%
OATP1B3 inhibitior + 0.8814 88.14%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.7049 70.49%
P-glycoprotein inhibitior + 0.6865 68.65%
P-glycoprotein substrate + 0.6027 60.27%
CYP3A4 substrate + 0.7519 75.19%
CYP2C9 substrate - 0.7965 79.65%
CYP2D6 substrate - 0.8459 84.59%
CYP3A4 inhibition - 0.9392 93.92%
CYP2C9 inhibition - 0.9120 91.20%
CYP2C19 inhibition - 0.9213 92.13%
CYP2D6 inhibition - 0.9425 94.25%
CYP1A2 inhibition - 0.9047 90.47%
CYP2C8 inhibition + 0.6253 62.53%
CYP inhibitory promiscuity - 0.9361 93.61%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6126 61.26%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9238 92.38%
Skin irritation - 0.5197 51.97%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.8014 80.14%
Human Ether-a-go-go-Related Gene inhibition + 0.8213 82.13%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.7728 77.28%
skin sensitisation - 0.9172 91.72%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7641 76.41%
Acute Oral Toxicity (c) I 0.4578 45.78%
Estrogen receptor binding + 0.6443 64.43%
Androgen receptor binding + 0.7877 78.77%
Thyroid receptor binding - 0.5960 59.60%
Glucocorticoid receptor binding + 0.5686 56.86%
Aromatase binding + 0.6549 65.49%
PPAR gamma + 0.6440 64.40%
Honey bee toxicity - 0.6603 66.03%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.8564 85.64%

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
CHEMBL226 P30542 Adenosine A1 receptor 98.50% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.10% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.04% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.48% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.09% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.72% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.77% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.32% 95.89%
CHEMBL1871 P10275 Androgen Receptor 89.94% 96.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.63% 86.33%
CHEMBL2581 P07339 Cathepsin D 87.86% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.14% 95.89%
CHEMBL237 P41145 Kappa opioid receptor 82.44% 98.10%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.20% 85.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.73% 93.56%
CHEMBL4581 P52732 Kinesin-like protein 1 81.73% 93.18%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.27% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.25% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.08% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.64% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.23% 97.33%

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.
Solanum capsicoides

Cross-Links

Top
PubChem 10556260
LOTUS LTS0023208
wikiData Q104916945