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

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Internal ID 7c80cea4-243b-4647-bc4a-fb84ab3dd21c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,8S,9S,10R,11S,12S,13S,14R,17S)-12-acetyloxy-8,14-dihydroxy-17-[(1S)-1-hydroxyethyl]-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-11-yl] acetate
SMILES (Canonical) CC1C(C(CC(O1)OC2CCC3(C4C(C(C5(C(CCC5(C4(CC=C3C2)O)O)C(C)O)C)OC(=O)C)OC(=O)C)C)OC)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)OC8C(C(C(C(O8)C)OC9C(C(C(C(O9)CO)O)O)O)OC)O)OC)OC
SMILES (Isomeric) C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@@]3([C@H]4[C@@H]([C@H]([C@@]5([C@H](CC[C@@]5([C@@]4(CC=C3C2)O)O)[C@H](C)O)C)OC(=O)C)OC(=O)C)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]8[C@@H]([C@@H]([C@@H]([C@H](O8)C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)OC)O)OC)OC
InChI InChI=1S/C59H96O26/c1-25(61)34-16-19-59(69)57(34,9)53(79-31(7)63)51(78-30(6)62)52-56(8)17-15-33(20-32(56)14-18-58(52,59)68)80-39-21-35(70-10)46(26(2)74-39)82-40-22-36(71-11)47(27(3)75-40)83-41-23-37(72-12)48(28(4)76-41)84-55-45(67)50(73-13)49(29(5)77-55)85-54-44(66)43(65)42(64)38(24-60)81-54/h14,25-29,33-55,60-61,64-69H,15-24H2,1-13H3/t25-,26+,27+,28+,29+,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-,59+/m0/s1
InChI Key XHCADIREVNEQEV-IBKWNGCTSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C59H96O26
Molecular Weight 1221.40 g/mol
Exact Mass 1220.61898316 g/mol
Topological Polar Surface Area (TPSA) 344.00 Ų
XlogP 0.00
Atomic LogP (AlogP) 0.56
H-Bond Acceptor 26
H-Bond Donor 8
Rotatable Bonds 18

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8203 82.03%
Caco-2 - 0.8637 86.37%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8142 81.42%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8457 84.57%
OATP1B3 inhibitior + 0.8977 89.77%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6553 65.53%
BSEP inhibitior + 0.9413 94.13%
P-glycoprotein inhibitior + 0.7454 74.54%
P-glycoprotein substrate + 0.7216 72.16%
CYP3A4 substrate + 0.7300 73.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8913 89.13%
CYP3A4 inhibition - 0.8616 86.16%
CYP2C9 inhibition - 0.9127 91.27%
CYP2C19 inhibition - 0.9401 94.01%
CYP2D6 inhibition - 0.9540 95.40%
CYP1A2 inhibition - 0.9162 91.62%
CYP2C8 inhibition + 0.6169 61.69%
CYP inhibitory promiscuity - 0.9614 96.14%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5884 58.84%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.8987 89.87%
Skin irritation + 0.5519 55.19%
Skin corrosion - 0.9405 94.05%
Ames mutagenesis - 0.7070 70.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7798 77.98%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.7848 78.48%
skin sensitisation - 0.9309 93.09%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.9179 91.79%
Acute Oral Toxicity (c) I 0.4167 41.67%
Estrogen receptor binding + 0.7968 79.68%
Androgen receptor binding + 0.7580 75.80%
Thyroid receptor binding + 0.6505 65.05%
Glucocorticoid receptor binding + 0.8036 80.36%
Aromatase binding + 0.6928 69.28%
PPAR gamma + 0.8334 83.34%
Honey bee toxicity - 0.6217 62.17%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9263 92.63%

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 99.52% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.71% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.07% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.89% 97.25%
CHEMBL2581 P07339 Cathepsin D 97.78% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 92.88% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.18% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.90% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.10% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.88% 96.00%
CHEMBL2996 Q05655 Protein kinase C delta 87.86% 97.79%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.96% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.93% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.33% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.21% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.91% 94.45%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.75% 96.47%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.39% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.20% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 83.10% 92.50%
CHEMBL5028 O14672 ADAM10 82.96% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.93% 92.62%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 82.64% 92.78%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.52% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.98% 95.71%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.72% 89.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.16% 97.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.05% 100.00%

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.
Hoya carnosa

Cross-Links

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PubChem 10606344
LOTUS LTS0180178
wikiData Q105328006