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[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-5,8,14,17-tetrahydroxy-10,13-dimethyl-2,3,4,9,11,12,15,16-octahydro-1H-cyclopenta[a]phenanthren-12-yl] 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 45641040-332d-428e-ac0f-d741f4565175
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-5,8,14,17-tetrahydroxy-10,13-dimethyl-2,3,4,9,11,12,15,16-octahydro-1H-cyclopenta[a]phenanthren-12-yl] benzoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5CCC6(C7CC(C8(C(CCC8(C7(C=CC6(C5)O)O)O)(C(=O)C)O)C)OC(=O)C9=CC=CC=C9)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(C=CC6(C5)O)O)O)(C(=O)C)O)C)OC(=O)C9=CC=CC=C9)C)C)C)C)O)OC)O
InChI InChI=1S/C56H84O21/c1-28-43(58)48(68-11)44(59)50(72-28)77-47-31(4)71-42(25-37(47)67-10)76-46-30(3)70-41(24-36(46)66-9)75-45-29(2)69-40(23-35(45)65-8)73-34-17-18-51(6)38-26-39(74-49(60)33-15-13-12-14-16-33)52(7)54(62,32(5)57)21-22-56(52,64)55(38,63)20-19-53(51,61)27-34/h12-16,19-20,28-31,34-48,50,58-59,61-64H,17-18,21-27H2,1-11H3
InChI Key YRQPGNNXGIPIGC-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 1.60
Atomic LogP (AlogP) 2.78
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-5,8,14,17-tetrahydroxy-10,13-dimethyl-2,3,4,9,11,12,15,16-octahydro-1H-cyclopenta[a]phenanthren-12-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8012 80.12%
Caco-2 - 0.8621 86.21%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6402 64.02%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8455 84.55%
OATP1B3 inhibitior + 0.8494 84.94%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8071 80.71%
BSEP inhibitior + 0.9473 94.73%
P-glycoprotein inhibitior + 0.7454 74.54%
P-glycoprotein substrate + 0.7547 75.47%
CYP3A4 substrate + 0.7456 74.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8896 88.96%
CYP3A4 inhibition - 0.7609 76.09%
CYP2C9 inhibition - 0.9335 93.35%
CYP2C19 inhibition - 0.9169 91.69%
CYP2D6 inhibition - 0.9471 94.71%
CYP1A2 inhibition - 0.8471 84.71%
CYP2C8 inhibition + 0.7652 76.52%
CYP inhibitory promiscuity - 0.9789 97.89%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5774 57.74%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.8990 89.90%
Skin irritation - 0.5738 57.38%
Skin corrosion - 0.9190 91.90%
Ames mutagenesis - 0.6540 65.40%
Human Ether-a-go-go-Related Gene inhibition + 0.7810 78.10%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8956 89.56%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.9239 92.39%
Acute Oral Toxicity (c) II 0.4011 40.11%
Estrogen receptor binding + 0.7274 72.74%
Androgen receptor binding + 0.7645 76.45%
Thyroid receptor binding + 0.6868 68.68%
Glucocorticoid receptor binding + 0.7920 79.20%
Aromatase binding + 0.6360 63.60%
PPAR gamma + 0.8113 81.13%
Honey bee toxicity - 0.6802 68.02%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9737 97.37%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.55% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.59% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 94.76% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.64% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.62% 99.23%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 90.54% 83.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.23% 94.62%
CHEMBL2581 P07339 Cathepsin D 89.47% 98.95%
CHEMBL4302 P08183 P-glycoprotein 1 89.16% 92.98%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.15% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.59% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.70% 89.00%
CHEMBL5028 O14672 ADAM10 85.69% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.72% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.39% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.86% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.66% 91.07%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 83.46% 94.23%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.23% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.96% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 80.89% 91.19%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.69% 95.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.43% 94.00%

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.
Araujia sericifera

Cross-Links

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PubChem 85415935
LOTUS LTS0012455
wikiData Q105353000