17-Acetyl-3,16-dihydroxy-4,4,9,13,14-pentamethyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one

Details

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Internal ID 4d0dae20-3e18-461d-a870-79a15091811a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name 17-acetyl-3,16-dihydroxy-4,4,9,13,14-pentamethyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one
SMILES (Canonical) CC(=O)C1C(CC2(C1(CC(=O)C3(C2CC=C4C3CC(C(C4(C)C)O)OC5C(C(C(C(O5)CO)O)O)O)C)C)C)O
SMILES (Isomeric) CC(=O)C1C(CC2(C1(CC(=O)C3(C2CC=C4C3CC(C(C4(C)C)O)OC5C(C(C(C(O5)CO)O)O)O)C)C)C)O
InChI InChI=1S/C30H46O10/c1-13(32)21-16(33)10-28(4)19-8-7-14-15(30(19,6)20(34)11-29(21,28)5)9-17(25(38)27(14,2)3)39-26-24(37)23(36)22(35)18(12-31)40-26/h7,15-19,21-26,31,33,35-38H,8-12H2,1-6H3
InChI Key ZBFRZVLYKOMKOL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O10
Molecular Weight 566.70 g/mol
Exact Mass 566.30909766 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 0.49
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 17-Acetyl-3,16-dihydroxy-4,4,9,13,14-pentamethyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9049 90.49%
Caco-2 - 0.8311 83.11%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.8255 82.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8346 83.46%
OATP1B3 inhibitior + 0.8709 87.09%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.7082 70.82%
P-glycoprotein inhibitior - 0.4353 43.53%
P-glycoprotein substrate - 0.7138 71.38%
CYP3A4 substrate + 0.6968 69.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8581 85.81%
CYP3A4 inhibition - 0.7781 77.81%
CYP2C9 inhibition - 0.8433 84.33%
CYP2C19 inhibition - 0.9144 91.44%
CYP2D6 inhibition - 0.9454 94.54%
CYP1A2 inhibition - 0.8551 85.51%
CYP2C8 inhibition - 0.6071 60.71%
CYP inhibitory promiscuity - 0.9191 91.91%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6753 67.53%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9349 93.49%
Skin irritation - 0.5459 54.59%
Skin corrosion - 0.9443 94.43%
Ames mutagenesis - 0.7444 74.44%
Human Ether-a-go-go-Related Gene inhibition + 0.6808 68.08%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.6813 68.13%
skin sensitisation - 0.8945 89.45%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.5052 50.52%
Acute Oral Toxicity (c) III 0.6142 61.42%
Estrogen receptor binding + 0.6640 66.40%
Androgen receptor binding + 0.7297 72.97%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6995 69.95%
Aromatase binding + 0.7233 72.33%
PPAR gamma + 0.6034 60.34%
Honey bee toxicity - 0.7039 70.39%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.9826 98.26%

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 99.23% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.74% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.83% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.38% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.46% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.53% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.20% 95.50%
CHEMBL4208 P20618 Proteasome component C5 85.96% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.91% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.70% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.45% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.25% 96.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.07% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 82.90% 92.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.07% 99.23%

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.
Hemsleya panacis-scandens

Cross-Links

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PubChem 14605541
LOTUS LTS0182619
wikiData Q105370570