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[2-[6-[6-[6-[9-[1-(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',7-dimethylspiro[5,6a,7,9,10,10a-hexahydropyrano[4,3-d][1,3,6]trioxocine-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 941ab29f-713f-43cb-906d-f4f0603a6820
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [2-[6-[6-[6-[9-[1-(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',7-dimethylspiro[5,6a,7,9,10,10a-hexahydropyrano[4,3-d][1,3,6]trioxocine-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)COC7C(OC(CC7OCO6)OC(C)C8(CCC9C8(CCC1C9CC=C2C1(CCC(C2)O)C)C)O)C)C)C)C)C)OC(=O)C)OC)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5C(OC6(CC5OC)COC7C(OC(CC7OCO6)OC(C)C8(CCC9C8(CCC1C9CC=C2C1(CCC(C2)O)C)C)O)C)C)C)C)C)OC(=O)C)OC)O
InChI InChI=1S/C66H108O24/c1-32-54(69)60(75-15)61(85-39(8)67)62(83-32)89-58-36(5)82-52(27-47(58)73-13)87-56-34(3)80-51(25-45(56)71-11)86-57-35(4)81-53(26-46(57)72-12)88-59-37(6)90-65(29-49(59)74-14)30-76-55-33(2)79-50(28-48(55)77-31-78-65)84-38(7)66(70)23-20-44-42-17-16-40-24-41(68)18-21-63(40,9)43(42)19-22-64(44,66)10/h16,32-38,41-62,68-70H,17-31H2,1-15H3
InChI Key BJXZLDABJGMOSD-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C66H108O24
Molecular Weight 1285.50 g/mol
Exact Mass 1284.72305431 g/mol
Topological Polar Surface Area (TPSA) 262.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 5.90
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 [2-[6-[6-[6-[9-[1-(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',7-dimethylspiro[5,6a,7,9,10,10a-hexahydropyrano[4,3-d][1,3,6]trioxocine-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 + 0.9558 95.58%
Caco-2 - 0.8625 86.25%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7980 79.80%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8317 83.17%
OATP1B3 inhibitior + 0.9511 95.11%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9620 96.20%
P-glycoprotein inhibitior + 0.7495 74.95%
P-glycoprotein substrate + 0.8154 81.54%
CYP3A4 substrate + 0.7617 76.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8843 88.43%
CYP3A4 inhibition - 0.8584 85.84%
CYP2C9 inhibition - 0.9190 91.90%
CYP2C19 inhibition - 0.9180 91.80%
CYP2D6 inhibition - 0.9343 93.43%
CYP1A2 inhibition - 0.8679 86.79%
CYP2C8 inhibition + 0.7948 79.48%
CYP inhibitory promiscuity - 0.9531 95.31%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5047 50.47%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8997 89.97%
Skin irritation - 0.5339 53.39%
Skin corrosion - 0.9413 94.13%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7828 78.28%
Micronuclear - 0.7900 79.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.8819 88.19%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.7136 71.36%
Acute Oral Toxicity (c) I 0.3865 38.65%
Estrogen receptor binding + 0.8145 81.45%
Androgen receptor binding + 0.7772 77.72%
Thyroid receptor binding + 0.6344 63.44%
Glucocorticoid receptor binding + 0.8054 80.54%
Aromatase binding + 0.6886 68.86%
PPAR gamma + 0.8347 83.47%
Honey bee toxicity - 0.5805 58.05%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.6245 62.45%
Fish aquatic toxicity + 0.9213 92.13%

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 99.49% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.30% 96.09%
CHEMBL1914 P06276 Butyrylcholinesterase 98.70% 95.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.07% 94.45%
CHEMBL204 P00734 Thrombin 96.41% 96.01%
CHEMBL226 P30542 Adenosine A1 receptor 95.68% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 94.96% 95.89%
CHEMBL2581 P07339 Cathepsin D 93.88% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.52% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.25% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.00% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 92.45% 91.19%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 92.14% 95.71%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.43% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.13% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.97% 97.36%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 89.80% 92.88%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.50% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.82% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.35% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.15% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.46% 94.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.34% 89.05%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.62% 95.89%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.24% 94.08%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.62% 97.33%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.92% 97.28%
CHEMBL5255 O00206 Toll-like receptor 4 82.45% 92.50%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.24% 91.03%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.14% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.71% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.35% 93.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.93% 100.00%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.42% 92.78%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.36% 96.00%

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.
Periploca sepium

Cross-Links

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PubChem 162979473
LOTUS LTS0170697
wikiData Q104937440