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[(3S,8S,9R,10S,12R,13R,14R,17S)-17-[(1S)-1-acetyloxyethyl]-12-benzoyloxy-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-13-methyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-10-yl]methyl 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 cc612030-be41-49fe-b090-13d6b2a07ce2
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,8S,9R,10S,12R,13R,14R,17S)-17-[(1S)-1-acetyloxyethyl]-12-benzoyloxy-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-13-methyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-10-yl]methyl 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)COC(=O)C1=CC=CC=C1)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)COC(=O)C1=CC=CC=C1)C)C)C)O)OC)O
InChI InChI=1S/C65H92O23/c1-34-52(67)57(77-11)53(68)60(82-34)88-56-37(4)81-51(31-46(56)76-10)87-55-36(3)80-50(30-45(55)75-9)86-54-35(2)79-49(29-44(54)74-8)84-43-23-24-62(33-78-58(69)40-18-14-12-15-19-40)42(28-43)22-25-64(72)47(62)32-48(85-59(70)41-20-16-13-17-21-41)61(7)63(71,26-27-65(61,64)73)38(5)83-39(6)66/h12-22,34-38,43-57,60,67-68,71-73H,23-33H2,1-11H3/t34-,35-,36-,37-,38+,43+,44+,45+,46+,47-,48-,49+,50+,51+,52-,53-,54-,55-,56-,57+,60+,61-,62-,63-,64+,65-/m1/s1
InChI Key WLKOSBARKHOYNX-OULJHYMXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C65H92O23
Molecular Weight 1241.40 g/mol
Exact Mass 1240.60293918 g/mol
Topological Polar Surface Area (TPSA) 291.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 5.01
H-Bond Acceptor 23
H-Bond Donor 5
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,8S,9R,10S,12R,13R,14R,17S)-17-[(1S)-1-acetyloxyethyl]-12-benzoyloxy-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-13-methyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-10-yl]methyl benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8297 82.97%
Caco-2 - 0.8593 85.93%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8063 80.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8315 83.15%
OATP1B3 inhibitior + 0.9326 93.26%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8271 82.71%
BSEP inhibitior + 0.9910 99.10%
P-glycoprotein inhibitior + 0.7446 74.46%
P-glycoprotein substrate + 0.7820 78.20%
CYP3A4 substrate + 0.7471 74.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8882 88.82%
CYP3A4 inhibition - 0.8925 89.25%
CYP2C9 inhibition - 0.9079 90.79%
CYP2C19 inhibition - 0.9182 91.82%
CYP2D6 inhibition - 0.9237 92.37%
CYP1A2 inhibition - 0.8753 87.53%
CYP2C8 inhibition + 0.7818 78.18%
CYP inhibitory promiscuity - 0.9372 93.72%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6088 60.88%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.8972 89.72%
Skin irritation - 0.5974 59.74%
Skin corrosion - 0.9416 94.16%
Ames mutagenesis - 0.5670 56.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7727 77.27%
Micronuclear - 0.5941 59.41%
Hepatotoxicity - 0.5447 54.47%
skin sensitisation - 0.8951 89.51%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.9433 94.33%
Acute Oral Toxicity (c) I 0.4997 49.97%
Estrogen receptor binding + 0.6764 67.64%
Androgen receptor binding + 0.7666 76.66%
Thyroid receptor binding + 0.7345 73.45%
Glucocorticoid receptor binding + 0.8132 81.32%
Aromatase binding + 0.6678 66.78%
PPAR gamma + 0.8210 82.10%
Honey bee toxicity - 0.6336 63.36%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5745 57.45%
Fish aquatic toxicity + 0.9811 98.11%

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 98.32% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.83% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 97.04% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.04% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.10% 91.11%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 94.31% 95.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.03% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.32% 89.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 91.30% 83.00%
CHEMBL5028 O14672 ADAM10 90.78% 97.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.76% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.03% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.03% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.60% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.97% 96.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.70% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.56% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 86.64% 91.49%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.43% 97.14%
CHEMBL2996 Q05655 Protein kinase C delta 85.91% 97.79%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.84% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 85.64% 91.19%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.76% 94.08%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.69% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.93% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.14% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.42% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.98% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.92% 94.00%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 80.54% 91.43%

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 11815195
LOTUS LTS0069956
wikiData Q105308027