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1-[(3S,8S,9R,10R,12R,13S,14S,15R,17R)-8,12,14,15-tetrahydroxy-3-[(2R,4R,5R,6R)-4-methoxy-5-[(2S,4R,5R,6R)-4-methoxy-5-[(2S,4R,5R,6R)-4-methoxy-5-[(2S,4S,5R,6R)-4-methoxy-5-[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

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 ea322f94-d0bd-480d-97c0-fd24f8826995
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name 1-[(3S,8S,9R,10R,12R,13S,14S,15R,17R)-8,12,14,15-tetrahydroxy-3-[(2R,4R,5R,6R)-4-methoxy-5-[(2S,4R,5R,6R)-4-methoxy-5-[(2S,4R,5R,6R)-4-methoxy-5-[(2S,4S,5R,6R)-4-methoxy-5-[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
SMILES (Canonical) CC1C(C(CC(O1)OC2CCC3(C4CC(C5(C(CC(C5(C4(CC=C3C2)O)O)O)C(=O)C)C)O)C)OC)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)OC8CC(C(C(O8)C)OC9CC(C(C(O9)C)OC1C(C(C(C(O1)CO)O)O)O)OC)OC)OC)OC
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@H]2CC[C@@]3([C@H]4C[C@H]([C@@]5([C@@H](C[C@H]([C@@]5([C@@]4(CC=C3C2)O)O)O)C(=O)C)C)O)C)OC)O[C@H]6C[C@H]([C@@H]([C@H](O6)C)O[C@H]7C[C@H]([C@@H]([C@H](O7)C)O[C@H]8C[C@@H]([C@@H]([C@H](O8)C)O[C@H]9C[C@H]([C@@H]([C@H](O9)C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)OC)OC)OC)OC
InChI InChI=1S/C62H102O26/c1-27(64)35-19-44(66)62(71)60(35,8)43(65)25-42-59(7)16-15-34(18-33(59)14-17-61(42,62)70)82-45-20-36(72-9)53(28(2)77-45)84-46-21-37(73-10)54(29(3)78-46)85-47-22-38(74-11)55(30(4)79-47)86-48-23-39(75-12)56(31(5)80-48)87-49-24-40(76-13)57(32(6)81-49)88-58-52(69)51(68)50(67)41(26-63)83-58/h14,28-32,34-58,63,65-71H,15-26H2,1-13H3/t28-,29-,30-,31-,32-,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+,59+,60+,61+,62-/m1/s1
InChI Key SBACZSGCGYYUDK-FRQVZDKRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C62H102O26
Molecular Weight 1263.50 g/mol
Exact Mass 1262.66593335 g/mol
Topological Polar Surface Area (TPSA) 336.00 Ų
XlogP -0.10
Atomic LogP (AlogP) 1.19
H-Bond Acceptor 26
H-Bond Donor 8
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[(3S,8S,9R,10R,12R,13S,14S,15R,17R)-8,12,14,15-tetrahydroxy-3-[(2R,4R,5R,6R)-4-methoxy-5-[(2S,4R,5R,6R)-4-methoxy-5-[(2S,4R,5R,6R)-4-methoxy-5-[(2S,4S,5R,6R)-4-methoxy-5-[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8423 84.23%
Caco-2 - 0.8665 86.65%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7917 79.17%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8472 84.72%
OATP1B3 inhibitior + 0.8463 84.63%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9571 95.71%
P-glycoprotein inhibitior + 0.7454 74.54%
P-glycoprotein substrate + 0.6105 61.05%
CYP3A4 substrate + 0.7203 72.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8733 87.33%
CYP3A4 inhibition - 0.9369 93.69%
CYP2C9 inhibition - 0.9196 91.96%
CYP2C19 inhibition - 0.9346 93.46%
CYP2D6 inhibition - 0.9468 94.68%
CYP1A2 inhibition - 0.9146 91.46%
CYP2C8 inhibition + 0.5826 58.26%
CYP inhibitory promiscuity - 0.9496 94.96%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6181 61.81%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9003 90.03%
Skin irritation + 0.5349 53.49%
Skin corrosion - 0.9445 94.45%
Ames mutagenesis - 0.7524 75.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7989 79.89%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.7214 72.14%
skin sensitisation - 0.9208 92.08%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.8418 84.18%
Acute Oral Toxicity (c) I 0.4045 40.45%
Estrogen receptor binding + 0.8349 83.49%
Androgen receptor binding + 0.7569 75.69%
Thyroid receptor binding + 0.6397 63.97%
Glucocorticoid receptor binding + 0.8041 80.41%
Aromatase binding + 0.6935 69.35%
PPAR gamma + 0.8464 84.64%
Honey bee toxicity - 0.6508 65.08%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5655 56.55%
Fish aquatic toxicity + 0.8970 89.70%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.75% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.41% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.34% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.81% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.92% 89.00%
CHEMBL2581 P07339 Cathepsin D 91.19% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.01% 92.94%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.89% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 87.74% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.20% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.56% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.49% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.52% 95.89%
CHEMBL5028 O14672 ADAM10 83.10% 97.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.10% 94.45%
CHEMBL2243 O00519 Anandamide amidohydrolase 82.86% 97.53%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.42% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 81.97% 91.19%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.85% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.83% 95.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.30% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.21% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.98% 97.25%

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.
Asclepias incarnata

Cross-Links

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PubChem 10701593
LOTUS LTS0235038
wikiData Q105249269