[17-Acetyl-3-[5-[5-[5-(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] 2-hydroxybenzoate

Details

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Internal ID 64f88dbc-2744-4630-8160-fe93fed73e78
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [17-acetyl-3-[5-[5-[5-(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] 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(=O)C)O)C)OC(=O)C9=CC=CC=C9O)C)C)C)C)O)OC)O
SMILES (Isomeric) 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(=O)C)O)C)OC(=O)C9=CC=CC=C9O)C)C)C)C)O)OC)O
InChI InChI=1S/C56H84O21/c1-27-44(59)49(68-11)45(60)51(72-27)77-48-30(4)71-43(25-38(48)67-10)76-47-29(3)70-42(24-37(47)66-9)75-46-28(2)69-41(23-36(46)65-8)73-33-17-18-52(6)32(22-33)16-19-55(63)39(52)26-40(74-50(61)34-14-12-13-15-35(34)58)53(7)54(62,31(5)57)20-21-56(53,55)64/h12-16,27-30,33,36-49,51,58-60,62-64H,17-26H2,1-11H3
InChI Key WYKQROHHPVHQJF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C56H84O21
Molecular Weight 1093.30 g/mol
Exact Mass 1092.55050968 g/mol
Topological Polar Surface Area (TPSA) 276.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.51
H-Bond Acceptor 21
H-Bond Donor 6
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [17-Acetyl-3-[5-[5-[5-(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] 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 + 0.9402 94.02%
Caco-2 - 0.8622 86.22%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6745 67.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8551 85.51%
OATP1B3 inhibitior + 0.8817 88.17%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8571 85.71%
BSEP inhibitior + 0.9699 96.99%
P-glycoprotein inhibitior + 0.7456 74.56%
P-glycoprotein substrate + 0.7468 74.68%
CYP3A4 substrate + 0.7486 74.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8849 88.49%
CYP3A4 inhibition - 0.8771 87.71%
CYP2C9 inhibition - 0.8564 85.64%
CYP2C19 inhibition - 0.8497 84.97%
CYP2D6 inhibition - 0.9140 91.40%
CYP1A2 inhibition - 0.6616 66.16%
CYP2C8 inhibition + 0.7708 77.08%
CYP inhibitory promiscuity - 0.9447 94.47%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5425 54.25%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.8989 89.89%
Skin irritation - 0.6061 60.61%
Skin corrosion - 0.9255 92.55%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7671 76.71%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8600 86.00%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.8732 87.32%
Acute Oral Toxicity (c) II 0.6032 60.32%
Estrogen receptor binding + 0.7342 73.42%
Androgen receptor binding + 0.7661 76.61%
Thyroid receptor binding + 0.6652 66.52%
Glucocorticoid receptor binding + 0.7953 79.53%
Aromatase binding + 0.6736 67.36%
PPAR gamma + 0.8216 82.16%
Honey bee toxicity - 0.6264 62.64%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9910 99.10%

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 98.87% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.49% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.40% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.44% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.59% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.03% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.41% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.34% 89.00%
CHEMBL1914 P06276 Butyrylcholinesterase 89.11% 95.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.41% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.79% 95.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.69% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.07% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.57% 97.14%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.40% 83.00%
CHEMBL5028 O14672 ADAM10 84.63% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.02% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 83.52% 91.19%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.11% 97.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.50% 94.62%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.01% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.40% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.36% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.79% 85.14%

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 85369031
LOTUS LTS0049139
wikiData Q105322357