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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 2-hydroxybenzoate

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 edb5c7ee-305d-4e67-a986-264cee1cc528
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 2-hydroxybenzoate
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=C1O)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=C1O)C)C)C)O)OC)O
InChI InChI=1S/C65H92O24/c1-33-52(68)57(78-11)53(69)60(83-33)89-56-36(4)82-51(30-46(56)77-10)88-55-35(3)81-50(29-45(55)76-9)87-54-34(2)80-49(28-44(54)75-8)85-41-22-23-62(32-79-59(71)42-19-15-16-20-43(42)67)40(27-41)21-24-64(73)47(62)31-48(86-58(70)39-17-13-12-14-18-39)61(7)63(72,25-26-65(61,64)74)37(5)84-38(6)66/h12-21,33-37,41,44-57,60,67-69,72-74H,22-32H2,1-11H3/t33-,34-,35-,36-,37+,41+,44+,45+,46+,47-,48-,49+,50+,51+,52-,53-,54-,55-,56-,57+,60+,61-,62-,63-,64+,65-/m1/s1
InChI Key OKHYEAPBUJHBEZ-GAWDAWCHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C65H92O24
Molecular Weight 1257.40 g/mol
Exact Mass 1256.59785380 g/mol
Topological Polar Surface Area (TPSA) 311.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.71
H-Bond Acceptor 24
H-Bond Donor 6
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 2-hydroxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8747 87.47%
Caco-2 - 0.8595 85.95%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7647 76.47%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8256 82.56%
OATP1B3 inhibitior + 0.9179 91.79%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9880 98.80%
P-glycoprotein inhibitior + 0.7440 74.40%
P-glycoprotein substrate + 0.7975 79.75%
CYP3A4 substrate + 0.7500 75.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8841 88.41%
CYP3A4 inhibition - 0.9219 92.19%
CYP2C9 inhibition - 0.8734 87.34%
CYP2C19 inhibition - 0.8720 87.20%
CYP2D6 inhibition - 0.9054 90.54%
CYP1A2 inhibition - 0.7338 73.38%
CYP2C8 inhibition + 0.8152 81.52%
CYP inhibitory promiscuity - 0.9152 91.52%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6295 62.95%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.8970 89.70%
Skin irritation - 0.6794 67.94%
Skin corrosion - 0.9399 93.99%
Ames mutagenesis - 0.5670 56.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7706 77.06%
Micronuclear - 0.6041 60.41%
Hepatotoxicity - 0.5322 53.22%
skin sensitisation - 0.8803 88.03%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.9434 94.34%
Acute Oral Toxicity (c) I 0.4095 40.95%
Estrogen receptor binding + 0.6580 65.80%
Androgen receptor binding + 0.7714 77.14%
Thyroid receptor binding + 0.7428 74.28%
Glucocorticoid receptor binding + 0.8138 81.38%
Aromatase binding + 0.6926 69.26%
PPAR gamma + 0.8232 82.32%
Honey bee toxicity - 0.6291 62.91%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5155 51.55%
Fish aquatic toxicity + 0.9897 98.97%

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 98.54% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.13% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.75% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.80% 86.33%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 95.79% 95.17%
CHEMBL2996 Q05655 Protein kinase C delta 94.14% 97.79%
CHEMBL1951 P21397 Monoamine oxidase A 94.08% 91.49%
CHEMBL226 P30542 Adenosine A1 receptor 92.50% 95.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.20% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.92% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.62% 95.89%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 90.27% 83.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.25% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.99% 95.56%
CHEMBL5028 O14672 ADAM10 89.82% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.79% 89.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.98% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 88.56% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.18% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.54% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.73% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.63% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.59% 92.62%
CHEMBL204 P00734 Thrombin 85.56% 96.01%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.72% 94.08%
CHEMBL1914 P06276 Butyrylcholinesterase 84.46% 95.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.93% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.29% 100.00%
CHEMBL299 P17252 Protein kinase C alpha 82.48% 98.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.29% 97.09%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 81.74% 85.83%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.46% 96.00%
CHEMBL2535 P11166 Glucose transporter 81.19% 98.75%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.26% 93.56%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 80.16% 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 10996867
LOTUS LTS0184786
wikiData Q105193555