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[(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,6S)-6-[(2R,3R,4S,6S)-6-[(2R,3R,4S,6S)-6-[(2'R,3'R,4S,4'R,5aR,6R,8S,9aR)-8-[(1S)-1-[(3S,8R,9S,10R,13S,14S,17R)-3,17-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethoxy]-4'-methoxy-2',6-dimethylspiro[6,8,9,9a-tetrahydro-5aH-pyrano[3,4-f][1,3,5]trioxepine-4,6'-oxane]-3'-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-5-hydroxy-4-methoxy-6-methyloxan-3-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 15d23280-bcbc-49fb-bd71-368c83aadd7c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,6S)-6-[(2R,3R,4S,6S)-6-[(2R,3R,4S,6S)-6-[(2'R,3'R,4S,4'R,5aR,6R,8S,9aR)-8-[(1S)-1-[(3S,8R,9S,10R,13S,14S,17R)-3,17-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethoxy]-4'-methoxy-2',6-dimethylspiro[6,8,9,9a-tetrahydro-5aH-pyrano[3,4-f][1,3,5]trioxepine-4,6'-oxane]-3'-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-5-hydroxy-4-methoxy-6-methyloxan-3-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5C(OC6(CC5OC)OCOC7CC(OC(C7O6)C)OC(C)C8(CCC9C8(CCC1C9CC=C2C1(CCC(C2)O)C)C)O)C)C)C)C)OC(=O)C)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]5[C@H](O[C@]6(C[C@H]5OC)OCO[C@@H]7C[C@@H](O[C@@H]([C@H]7O6)C)O[C@@H](C)[C@]8(CC[C@@H]9[C@@]8(CC[C@H]1[C@H]9CC=C2[C@@]1(CC[C@@H](C2)O)C)C)O)C)C)C)C)OC(=O)C)OC)O
InChI InChI=1S/C65H106O24/c1-31-53(68)59(74-15)60(83-38(8)66)61(81-31)87-56-34(4)79-51(27-46(56)72-13)85-54-32(2)77-50(25-44(54)70-11)84-55-33(3)78-52(26-45(55)71-12)86-57-36(6)88-65(29-48(57)73-14)76-30-75-47-28-49(80-35(5)58(47)89-65)82-37(7)64(69)23-20-43-41-17-16-39-24-40(67)18-21-62(39,9)42(41)19-22-63(43,64)10/h16,31-37,40-61,67-69H,17-30H2,1-15H3/t31-,32-,33-,34-,35-,36-,37+,40+,41-,42+,43+,44+,45+,46+,47-,48-,49+,50+,51+,52+,53+,54-,55-,56-,57-,58-,59+,60-,61+,62+,63+,64+,65+/m1/s1
InChI Key ZZNYTIQKQNIAFL-MAJNGXEJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C65H106O24
Molecular Weight 1271.50 g/mol
Exact Mass 1270.70740424 g/mol
Topological Polar Surface Area (TPSA) 262.00 Ų
XlogP 4.70
Atomic LogP (AlogP) 5.86
H-Bond Acceptor 24
H-Bond Donor 3
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,6S)-6-[(2R,3R,4S,6S)-6-[(2R,3R,4S,6S)-6-[(2'R,3'R,4S,4'R,5aR,6R,8S,9aR)-8-[(1S)-1-[(3S,8R,9S,10R,13S,14S,17R)-3,17-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethoxy]-4'-methoxy-2',6-dimethylspiro[6,8,9,9a-tetrahydro-5aH-pyrano[3,4-f][1,3,5]trioxepine-4,6'-oxane]-3'-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-5-hydroxy-4-methoxy-6-methyloxan-3-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 + 0.9779 97.79%
Caco-2 - 0.8631 86.31%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7777 77.77%
OATP2B1 inhibitior - 0.8719 87.19%
OATP1B1 inhibitior + 0.8434 84.34%
OATP1B3 inhibitior + 0.9435 94.35%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9754 97.54%
P-glycoprotein inhibitior + 0.7489 74.89%
P-glycoprotein substrate + 0.8032 80.32%
CYP3A4 substrate + 0.7604 76.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8805 88.05%
CYP3A4 inhibition - 0.7803 78.03%
CYP2C9 inhibition - 0.8253 82.53%
CYP2C19 inhibition - 0.8606 86.06%
CYP2D6 inhibition - 0.9239 92.39%
CYP1A2 inhibition - 0.7651 76.51%
CYP2C8 inhibition + 0.7882 78.82%
CYP inhibitory promiscuity - 0.9147 91.47%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5438 54.38%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9004 90.04%
Skin irritation - 0.5795 57.95%
Skin corrosion - 0.9364 93.64%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7801 78.01%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8678 86.78%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.8499 84.99%
Acute Oral Toxicity (c) III 0.3328 33.28%
Estrogen receptor binding + 0.8262 82.62%
Androgen receptor binding + 0.7814 78.14%
Thyroid receptor binding + 0.6202 62.02%
Glucocorticoid receptor binding + 0.8056 80.56%
Aromatase binding + 0.6840 68.40%
PPAR gamma + 0.8373 83.73%
Honey bee toxicity - 0.5770 57.70%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9572 95.72%

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 99.37% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.18% 96.09%
CHEMBL204 P00734 Thrombin 97.45% 96.01%
CHEMBL1914 P06276 Butyrylcholinesterase 97.37% 95.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 95.85% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.37% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.09% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.98% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.36% 96.77%
CHEMBL2581 P07339 Cathepsin D 92.06% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.91% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 91.54% 95.93%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 90.91% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 90.44% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.36% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.90% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.82% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.84% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.71% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.60% 97.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.97% 94.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.30% 95.56%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 86.00% 92.88%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.97% 97.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.72% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.13% 93.56%
CHEMBL5028 O14672 ADAM10 82.98% 97.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.72% 97.36%
CHEMBL5255 O00206 Toll-like receptor 4 82.69% 92.50%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.51% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.85% 91.03%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.41% 95.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.33% 96.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.26% 97.28%
CHEMBL1871 P10275 Androgen Receptor 80.77% 96.43%
CHEMBL4073 P09237 Matrix metalloproteinase 7 80.46% 97.56%

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.
Periploca sepium

Cross-Links

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PubChem 162865073
LOTUS LTS0142742
wikiData Q105386945