PlantaeDB Logo
Login Sign-up

[(2R,3S,4S,5R,6S)-5-acetyloxy-6-[(2R,3R,4S,6R)-6-[[(3S,8S,9S,10R,13S,14S,16S,17R)-16-hydroxy-17-[(1S)-1-[(2R,3R,4S,5S,6R)-5-hydroxy-4-methoxy-6-methyl-3-[(2S,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]oxyoxan-2-yl]oxyethyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl] acetate

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 d2b96475-bf8a-42c1-a1be-09f58fcc2566
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-5-acetyloxy-6-[(2R,3R,4S,6R)-6-[[(3S,8S,9S,10R,13S,14S,16S,17R)-16-hydroxy-17-[(1S)-1-[(2R,3R,4S,5S,6R)-5-hydroxy-4-methoxy-6-methyl-3-[(2S,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]oxyoxan-2-yl]oxyethyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC(C)C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6CC(C(C(O6)C)OC7C(C(C(C(O7)C)OC(=O)C)OC)OC(=O)C)OC)C)C)O)OC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)O)OC)O
SMILES (Isomeric) C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@@H](C)[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O[C@H]6C[C@@H]([C@@H]([C@H](O6)C)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)C)OC(=O)C)OC)OC(=O)C)OC)C)C)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O)OC)O
InChI InChI=1S/C58H94O26/c1-23(75-55-51(49(71-10)40(63)24(2)76-55)84-54-46(69)44(67)42(65)37(82-54)22-73-53-45(68)43(66)41(64)36(21-59)81-53)39-34(62)19-33-31-13-12-29-18-30(14-16-57(29,7)32(31)15-17-58(33,39)8)80-38-20-35(70-9)47(25(3)74-38)83-56-52(79-28(6)61)50(72-11)48(26(4)77-56)78-27(5)60/h12,23-26,30-56,59,62-69H,13-22H2,1-11H3/t23-,24+,25+,26+,30-,31+,32-,33-,34-,35-,36+,37+,38-,39-,40-,41+,42+,43-,44-,45+,46+,47+,48-,49-,50-,51+,52+,53+,54-,55+,56-,57-,58-/m0/s1
InChI Key BYRLOJXGNSVSRB-OIWQPPPUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C58H94O26
Molecular Weight 1207.30 g/mol
Exact Mass 1206.60333310 g/mol
Topological Polar Surface Area (TPSA) 355.00 Ų
XlogP -0.10
Atomic LogP (AlogP) -0.39
H-Bond Acceptor 26
H-Bond Donor 9
Rotatable Bonds 18

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2R,3S,4S,5R,6S)-5-acetyloxy-6-[(2R,3R,4S,6R)-6-[[(3S,8S,9S,10R,13S,14S,16S,17R)-16-hydroxy-17-[(1S)-1-[(2R,3R,4S,5S,6R)-5-hydroxy-4-methoxy-6-methyl-3-[(2S,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]oxyoxan-2-yl]oxyethyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7466 74.66%
Caco-2 - 0.8699 86.99%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8079 80.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8524 85.24%
OATP1B3 inhibitior + 0.8866 88.66%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6521 65.21%
BSEP inhibitior + 0.9712 97.12%
P-glycoprotein inhibitior + 0.7463 74.63%
P-glycoprotein substrate + 0.7437 74.37%
CYP3A4 substrate + 0.7564 75.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8856 88.56%
CYP3A4 inhibition - 0.9124 91.24%
CYP2C9 inhibition - 0.9239 92.39%
CYP2C19 inhibition - 0.9298 92.98%
CYP2D6 inhibition - 0.9531 95.31%
CYP1A2 inhibition - 0.9238 92.38%
CYP2C8 inhibition + 0.7404 74.04%
CYP inhibitory promiscuity - 0.9720 97.20%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5784 57.84%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9006 90.06%
Skin irritation - 0.5144 51.44%
Skin corrosion - 0.9409 94.09%
Ames mutagenesis - 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8362 83.62%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.9267 92.67%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.8587 85.87%
Acute Oral Toxicity (c) III 0.4196 41.96%
Estrogen receptor binding + 0.8340 83.40%
Androgen receptor binding + 0.7156 71.56%
Thyroid receptor binding + 0.5979 59.79%
Glucocorticoid receptor binding + 0.8049 80.49%
Aromatase binding + 0.6876 68.76%
PPAR gamma + 0.8494 84.94%
Honey bee toxicity - 0.6022 60.22%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5555 55.55%
Fish aquatic toxicity + 0.9088 90.88%

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 99.15% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.48% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.50% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 96.46% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.63% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.27% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 94.48% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.70% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.36% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 92.95% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.60% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.46% 94.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.30% 96.00%
CHEMBL5028 O14672 ADAM10 85.89% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.43% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 85.40% 92.50%
CHEMBL340 P08684 Cytochrome P450 3A4 85.10% 91.19%
CHEMBL1914 P06276 Butyrylcholinesterase 84.66% 95.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.52% 94.08%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 84.32% 94.23%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.80% 95.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.45% 95.89%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.23% 90.08%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.98% 93.04%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.63% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.23% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.25% 97.25%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.00% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.75% 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.
Periploca forrestii

Cross-Links

Top
PubChem 162880016
LOTUS LTS0060421
wikiData Q104949771