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[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl] (2S,3R,6R)-6-[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2,3-dimethylheptanoate

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 740368b8-3e38-48d3-a2ff-74952e6ae236
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl] (2S,3R,6R)-6-[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2,3-dimethylheptanoate
SMILES (Canonical) CC(CCC(C)C(C)C(=O)OC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)O)O)O)O)O)O)OC4C(C(C(C(O4)CO)O)O)O)C5CCC6C5(CCC7C6CC=C8C7(CCC(C8)OC9C(C(C(C(O9)CO)O)O)O)C)C
SMILES (Isomeric) C[C@H](CC[C@@H](C)[C@H](C)C(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)[C@H]5CC[C@@H]6[C@@]5(CC[C@H]7[C@H]6CC=C8[C@@]7(CC[C@@H](C8)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)C
InChI InChI=1S/C58H96O28/c1-22(6-7-23(2)28-10-11-29-27-9-8-25-16-26(12-14-57(25,4)30(27)13-15-58(28,29)5)78-53-45(72)40(67)36(63)31(17-59)79-53)24(3)51(76)86-56-50(85-55-47(74)42(69)38(65)33(19-61)81-55)43(70)39(66)35(83-56)21-77-52-48(75)44(71)49(34(20-62)82-52)84-54-46(73)41(68)37(64)32(18-60)80-54/h8,22-24,26-50,52-56,59-75H,6-7,9-21H2,1-5H3/t22-,23-,24+,26+,27+,28-,29+,30+,31-,32-,33-,34-,35-,36-,37-,38-,39-,40+,41+,42+,43+,44-,45-,46-,47-,48-,49-,50-,52-,53-,54+,55+,56+,57+,58-/m1/s1
InChI Key PZFQDFBDZAVRFU-MWINBPEOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C58H96O28
Molecular Weight 1241.40 g/mol
Exact Mass 1240.60881240 g/mol
Topological Polar Surface Area (TPSA) 453.00 Ų
XlogP -1.70
Atomic LogP (AlogP) -4.75
H-Bond Acceptor 28
H-Bond Donor 17
Rotatable Bonds 20

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl] (2S,3R,6R)-6-[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2,3-dimethylheptanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7478 74.78%
Caco-2 - 0.8743 87.43%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8320 83.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8719 87.19%
OATP1B3 inhibitior - 0.2720 27.20%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior + 0.8971 89.71%
P-glycoprotein inhibitior + 0.7436 74.36%
P-glycoprotein substrate + 0.6086 60.86%
CYP3A4 substrate + 0.7568 75.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8774 87.74%
CYP3A4 inhibition - 0.9665 96.65%
CYP2C9 inhibition - 0.9294 92.94%
CYP2C19 inhibition - 0.9317 93.17%
CYP2D6 inhibition - 0.9478 94.78%
CYP1A2 inhibition - 0.8984 89.84%
CYP2C8 inhibition + 0.6717 67.17%
CYP inhibitory promiscuity - 0.9271 92.71%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6219 62.19%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9015 90.15%
Skin irritation - 0.5361 53.61%
Skin corrosion - 0.9475 94.75%
Ames mutagenesis - 0.8800 88.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8506 85.06%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7901 79.01%
skin sensitisation - 0.9265 92.65%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.8363 83.63%
Acute Oral Toxicity (c) III 0.5451 54.51%
Estrogen receptor binding + 0.8510 85.10%
Androgen receptor binding + 0.7474 74.74%
Thyroid receptor binding + 0.5940 59.40%
Glucocorticoid receptor binding + 0.7709 77.09%
Aromatase binding + 0.6520 65.20%
PPAR gamma + 0.8206 82.06%
Honey bee toxicity - 0.6144 61.44%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5750 57.50%
Fish aquatic toxicity + 0.9527 95.27%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.03% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.79% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.53% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 96.43% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.69% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.85% 97.09%
CHEMBL2581 P07339 Cathepsin D 93.78% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 93.03% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.48% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.41% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 88.87% 92.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.45% 93.56%
CHEMBL237 P41145 Kappa opioid receptor 85.80% 98.10%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.49% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.66% 89.05%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.46% 95.89%
CHEMBL5028 O14672 ADAM10 84.32% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.41% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 82.74% 94.73%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.44% 96.47%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.33% 94.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.16% 99.17%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.16% 94.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.83% 93.04%
CHEMBL2094135 Q96BI3 Gamma-secretase 81.14% 98.05%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.01% 97.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.53% 96.90%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.44% 95.50%

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.
Anthriscus sylvestris
Tacca chantrieri

Cross-Links

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PubChem 11309354
NPASS NPC288494
LOTUS LTS0218535
wikiData Q105216960