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Palustrisolide F

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 71760da8-5c9f-4deb-880c-f7b20399f957
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (3S)-5-[[(3S,5R,6R,10S,12S,13R,14S,17R)-17-[(2R)-1-[(2S)-3,4-dimethyl-5-oxo-2H-furan-2-yl]propan-2-yl]-6,12-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3-hydroxy-3-methyl-5-oxopentanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H56O9/c1-19(14-26-20(2)21(3)32(43)45-26)22-10-13-36(8)24-15-25(38)31-33(4,5)28(46-30(42)18-34(6,44)17-29(40)41)11-12-35(31,7)23(24)16-27(39)37(22,36)9/h19,22,25-28,31,38-39,44H,10-18H2,1-9H3,(H,40,41)/t19-,22-,25-,26+,27+,28+,31+,34+,35-,36+,37+/m1/s1
InChI Key NBCPQLQTQKPUNE-OVLAPWHISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H56O9
Molecular Weight 644.80 g/mol
Exact Mass 644.39243336 g/mol
Topological Polar Surface Area (TPSA) 151.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 5.49
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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(3S)-5-(((3S,5R,6R,10S,12S,13R,14S,17R)-17-((2R)-1-((2S)-3,4-dimethyl-5-oxo-2H-furan-2-yl)propan-2-yl)-6,12-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta(a)phenanthren-3-yl)oxy)-3-hydroxy-3-methyl-5-oxopentanoic acid
(3S)-5-[[(3S,5R,6R,10S,12S,13R,14S,17R)-17-[(2R)-1-[(2S)-3,4-dimethyl-5-oxo-2H-furan-2-yl]propan-2-yl]-6,12-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3-hydroxy-3-methyl-5-oxopentanoic acid
RefChem:169798
CHEBI:215790
(3S)-5-[[(3S,5R,6R,10S,12S,13R,14S,17R)-17-[(2R)-1-[(2S)-3,4-dimethyl-5-oxo-2H-uran-2-yl]propan-2-yl]-6,12-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3-hydroxy-3-methyl-5-oxopentanoic acid

2D Structure

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2D Structure of Palustrisolide F

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9786 97.86%
Caco-2 - 0.8384 83.84%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7670 76.70%
OATP2B1 inhibitior - 0.5707 57.07%
OATP1B1 inhibitior + 0.8059 80.59%
OATP1B3 inhibitior + 0.8916 89.16%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8555 85.55%
P-glycoprotein inhibitior + 0.7705 77.05%
P-glycoprotein substrate + 0.6227 62.27%
CYP3A4 substrate + 0.7213 72.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9135 91.35%
CYP3A4 inhibition + 0.6336 63.36%
CYP2C9 inhibition - 0.7984 79.84%
CYP2C19 inhibition - 0.8989 89.89%
CYP2D6 inhibition - 0.9340 93.40%
CYP1A2 inhibition - 0.7472 74.72%
CYP2C8 inhibition + 0.6190 61.90%
CYP inhibitory promiscuity - 0.7296 72.96%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5274 52.74%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9164 91.64%
Skin irritation + 0.6258 62.58%
Skin corrosion - 0.9216 92.16%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.5311 53.11%
skin sensitisation - 0.8246 82.46%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8335 83.35%
Acute Oral Toxicity (c) I 0.6412 64.12%
Estrogen receptor binding + 0.7252 72.52%
Androgen receptor binding + 0.7367 73.67%
Thyroid receptor binding - 0.5066 50.66%
Glucocorticoid receptor binding + 0.8106 81.06%
Aromatase binding + 0.7842 78.42%
PPAR gamma + 0.6747 67.47%
Honey bee toxicity - 0.6919 69.19%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9946 99.46%

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
CHEMBL2581 P07339 Cathepsin D 98.19% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.01% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.19% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.25% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.98% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.19% 95.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.26% 96.47%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.15% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.13% 93.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 88.01% 85.31%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.26% 93.56%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 86.82% 90.93%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.82% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.30% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.88% 95.89%
CHEMBL5028 O14672 ADAM10 83.31% 97.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.64% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 82.29% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.88% 86.33%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.35% 95.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.07% 92.62%
CHEMBL221 P23219 Cyclooxygenase-1 80.74% 90.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.73% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.39% 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.
There are no matching plants.

Cross-Links

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PubChem 139590976
LOTUS LTS0227097
wikiData Q105176694