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[(3S,8S,9R,10R,12R,13R,14R,17S)-17-[(1S)-1-acetyloxyethyl]-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8,14,17-trihydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] benzoate

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 87cefb04-4cf9-485d-8cce-6cd3c9fb63b3
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,8S,9R,10R,12R,13R,14R,17S)-17-[(1S)-1-acetyloxyethyl]-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8,14,17-trihydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] benzoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5CCC6(C7CC(C8(C(CCC8(C7(CC=C6C5)O)O)(C(C)OC(=O)C)O)C)OC(=O)C9=CC=CC=C9)C)C)C)C)O)OC)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@@H]2OC)O[C@@H]3[C@H](O[C@H](C[C@@H]3OC)O[C@@H]4[C@H](O[C@H](C[C@@H]4OC)O[C@H]5CC[C@@]6([C@H]7C[C@H]([C@@]8([C@@](CC[C@@]8([C@@]7(CC=C6C5)O)O)([C@H](C)OC(=O)C)O)C)OC(=O)C9=CC=CC=C9)C)C)C)C)O)OC)O
InChI InChI=1S/C58H88O21/c1-29-46(60)51(69-12)47(61)53(73-29)79-50-32(4)72-45(27-40(50)68-11)78-49-31(3)71-44(26-39(49)67-10)77-48-30(2)70-43(25-38(48)66-9)75-37-19-20-54(7)36(24-37)18-21-57(64)41(54)28-42(76-52(62)35-16-14-13-15-17-35)55(8)56(63,22-23-58(55,57)65)33(5)74-34(6)59/h13-18,29-33,37-51,53,60-61,63-65H,19-28H2,1-12H3/t29-,30-,31-,32-,33+,37+,38+,39+,40+,41-,42-,43+,44+,45+,46-,47-,48-,49-,50-,51+,53+,54+,55-,56-,57+,58-/m1/s1
InChI Key HBZQTDKRTCFXSV-GAHFTLEBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C58H88O21
Molecular Weight 1121.30 g/mol
Exact Mass 1120.58180981 g/mol
Topological Polar Surface Area (TPSA) 265.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 4.17
H-Bond Acceptor 21
H-Bond Donor 5
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,8S,9R,10R,12R,13R,14R,17S)-17-[(1S)-1-acetyloxyethyl]-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8,14,17-trihydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9136 91.36%
Caco-2 - 0.8623 86.23%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7085 70.85%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8482 84.82%
OATP1B3 inhibitior + 0.9122 91.22%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7874 78.74%
BSEP inhibitior + 0.9850 98.50%
P-glycoprotein inhibitior + 0.7463 74.63%
P-glycoprotein substrate + 0.7708 77.08%
CYP3A4 substrate + 0.7438 74.38%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8882 88.82%
CYP3A4 inhibition - 0.7482 74.82%
CYP2C9 inhibition - 0.8927 89.27%
CYP2C19 inhibition - 0.9044 90.44%
CYP2D6 inhibition - 0.9288 92.88%
CYP1A2 inhibition - 0.8304 83.04%
CYP2C8 inhibition + 0.7495 74.95%
CYP inhibitory promiscuity - 0.9574 95.74%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5356 53.56%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.8989 89.89%
Skin irritation - 0.5164 51.64%
Skin corrosion - 0.9256 92.56%
Ames mutagenesis - 0.5970 59.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7725 77.25%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8713 87.13%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.9077 90.77%
Acute Oral Toxicity (c) II 0.4595 45.95%
Estrogen receptor binding + 0.7384 73.84%
Androgen receptor binding + 0.7583 75.83%
Thyroid receptor binding + 0.6780 67.80%
Glucocorticoid receptor binding + 0.7999 79.99%
Aromatase binding + 0.6555 65.55%
PPAR gamma + 0.8273 82.73%
Honey bee toxicity - 0.6327 63.27%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5745 57.45%
Fish aquatic toxicity + 0.9830 98.30%

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
CHEMBL2581 P07339 Cathepsin D 97.90% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.24% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.48% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.26% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.29% 89.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 92.29% 94.08%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 92.07% 83.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.58% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.21% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.59% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.34% 95.56%
CHEMBL5028 O14672 ADAM10 89.21% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.92% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.71% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 86.97% 91.49%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 86.53% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.52% 91.07%
CHEMBL226 P30542 Adenosine A1 receptor 85.89% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.15% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.05% 96.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.96% 94.62%
CHEMBL340 P08684 Cytochrome P450 3A4 83.45% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.38% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.34% 95.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.99% 95.71%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 81.40% 91.43%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.01% 92.62%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.00% 94.23%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 80.80% 91.65%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.29% 97.09%

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.
Araujia sericifera

Cross-Links

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PubChem 10931196
LOTUS LTS0164810
wikiData Q105025556