PlantaeDB Logo
Login Sign-up

[(2S,3R,4S,5R)-2-[(2S,3R,4S,5S)-3-acetyloxy-5-hydroxy-2-[[(3S,8R,9S,10R,13S,14S,16S,17S)-17-hydroxy-10,13-dimethyl-17-[(2S)-6-methyl-3-oxoheptan-2-yl]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]oxan-4-yl]oxy-4,5-dihydroxyoxan-3-yl] 3,4,5-trimethoxybenzoate

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 119bfda2-2561-408a-8e81-e4eb30e262e7
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(2S,3R,4S,5R)-2-[(2S,3R,4S,5S)-3-acetyloxy-5-hydroxy-2-[[(3S,8R,9S,10R,13S,14S,16S,17S)-17-hydroxy-10,13-dimethyl-17-[(2S)-6-methyl-3-oxoheptan-2-yl]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]oxan-4-yl]oxy-4,5-dihydroxyoxan-3-yl] 3,4,5-trimethoxybenzoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C67H102O32/c1-27(2)10-13-36(70)28(3)67(84)44(97-64-58(92-29(4)69)55(38(72)24-89-64)99-63-57(45(73)37(71)23-88-63)98-59(83)30-18-39(85-7)56(87-9)40(19-30)86-8)21-35-33-12-11-31-20-32(14-16-65(31,5)34(33)15-17-66(35,67)6)93-62-54(82)51(79)48(76)43(96-62)26-91-61-53(81)50(78)47(75)42(95-61)25-90-60-52(80)49(77)46(74)41(22-68)94-60/h11,18-19,27-28,32-35,37-38,41-55,57-58,60-64,68,71-82,84H,10,12-17,20-26H2,1-9H3/t28-,32+,33-,34+,35+,37-,38+,41-,42-,43-,44+,45+,46-,47-,48-,49+,50+,51+,52-,53-,54-,55+,57-,58-,60-,61-,62-,63+,64+,65+,66+,67-/m1/s1
InChI Key WAVHNEQVUDHKKH-CQTGUVSASA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C67H102O32
Molecular Weight 1419.50 g/mol
Exact Mass 1418.6354211 g/mol
Topological Polar Surface Area (TPSA) 473.00 Ų
XlogP -1.60
Atomic LogP (AlogP) -2.49
H-Bond Acceptor 32
H-Bond Donor 14
Rotatable Bonds 24

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2S,3R,4S,5R)-2-[(2S,3R,4S,5S)-3-acetyloxy-5-hydroxy-2-[[(3S,8R,9S,10R,13S,14S,16S,17S)-17-hydroxy-10,13-dimethyl-17-[(2S)-6-methyl-3-oxoheptan-2-yl]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]oxan-4-yl]oxy-4,5-dihydroxyoxan-3-yl] 3,4,5-trimethoxybenzoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8937 89.37%
Caco-2 - 0.8605 86.05%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7777 77.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8132 81.32%
OATP1B3 inhibitior + 0.8332 83.32%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9703 97.03%
P-glycoprotein inhibitior + 0.7436 74.36%
P-glycoprotein substrate + 0.7753 77.53%
CYP3A4 substrate + 0.7597 75.97%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8751 87.51%
CYP3A4 inhibition - 0.7864 78.64%
CYP2C9 inhibition - 0.8020 80.20%
CYP2C19 inhibition - 0.8263 82.63%
CYP2D6 inhibition - 0.9159 91.59%
CYP1A2 inhibition - 0.7495 74.95%
CYP2C8 inhibition + 0.8327 83.27%
CYP inhibitory promiscuity - 0.9326 93.26%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5968 59.68%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.8967 89.67%
Skin irritation - 0.6897 68.97%
Skin corrosion - 0.9402 94.02%
Ames mutagenesis - 0.6778 67.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7619 76.19%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8884 88.84%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.9151 91.51%
Acute Oral Toxicity (c) I 0.3830 38.30%
Estrogen receptor binding + 0.7290 72.90%
Androgen receptor binding + 0.7576 75.76%
Thyroid receptor binding + 0.6759 67.59%
Glucocorticoid receptor binding + 0.8157 81.57%
Aromatase binding + 0.6963 69.63%
PPAR gamma + 0.8326 83.26%
Honey bee toxicity - 0.6087 60.87%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5687 56.87%
Fish aquatic toxicity + 0.9835 98.35%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.57% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.44% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.42% 91.11%
CHEMBL4302 P08183 P-glycoprotein 1 94.82% 92.98%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 94.33% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.02% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.84% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.43% 86.33%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 93.19% 95.17%
CHEMBL2581 P07339 Cathepsin D 93.02% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 92.84% 95.93%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.98% 96.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.75% 97.14%
CHEMBL4581 P52732 Kinesin-like protein 1 91.30% 93.18%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.17% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 90.61% 91.19%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 90.19% 89.05%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.18% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.15% 92.62%
CHEMBL5255 O00206 Toll-like receptor 4 89.14% 92.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.03% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.58% 91.07%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.12% 85.14%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 87.30% 96.90%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.29% 94.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.58% 91.24%
CHEMBL1937 Q92769 Histone deacetylase 2 86.14% 94.75%
CHEMBL1871 P10275 Androgen Receptor 85.60% 96.43%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.59% 89.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.23% 95.89%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.14% 95.71%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.58% 96.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.57% 93.56%
CHEMBL1914 P06276 Butyrylcholinesterase 82.94% 95.00%
CHEMBL5028 O14672 ADAM10 82.92% 97.50%
CHEMBL4208 P20618 Proteasome component C5 82.48% 90.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.60% 97.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.97% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.89% 94.33%

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.
Ornithogalum thyrsoides

Cross-Links

Top
PubChem 44575968
LOTUS LTS0276337
wikiData Q105300494