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Uprolide D

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 b56ae617-29ec-47f9-a333-9242d41ed701
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (1S,2R,4S,8R,9R,10S,15R)-2,9-dihydroxy-1,10-dimethyl-5,14-dimethylidene-7,18-dioxatricyclo[13.2.1.04,8]octadecan-6-one
SMILES (Canonical) CC1CCCC(=C)C2CCC(O2)(C(CC3C(C1O)OC(=O)C3=C)O)C
SMILES (Isomeric) C[C@H]1CCCC(=C)[C@H]2CC[C@](O2)([C@@H](C[C@@H]3[C@H]([C@@H]1O)OC(=O)C3=C)O)C
InChI InChI=1S/C20H30O5/c1-11-6-5-7-12(2)17(22)18-14(13(3)19(23)24-18)10-16(21)20(4)9-8-15(11)25-20/h12,14-18,21-22H,1,3,5-10H2,2,4H3/t12-,14-,15+,16+,17+,18+,20-/m0/s1
InChI Key IDNQSSCDFZGMLJ-JOMZGWAMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C20H30O5
Molecular Weight 350.40 g/mol
Exact Mass 350.20932405 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.51
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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(1S,2R,4S,8R,9R,10S,15R)-2,9-dihydroxy-1,10-dimethyl-5,14-dimethylidene-7,18-dioxatricyclo[13.2.1.04,8]octadecan-6-one
(1S,2R,4S,8R,9R,10S,15R)-2,9-dihydroxy-1,10-dimethyl-5,14-dimethylidene-7,18-dioxatricyclo(13.2.1.04,8)octadecan-6-one
RefChem:193159
CHEMBL463534

2D Structure

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2D Structure of Uprolide D

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 - 0.5587 55.87%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7023 70.23%
OATP2B1 inhibitior - 0.8617 86.17%
OATP1B1 inhibitior + 0.8692 86.92%
OATP1B3 inhibitior + 0.9002 90.02%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6571 65.71%
BSEP inhibitior - 0.9343 93.43%
P-glycoprotein inhibitior - 0.7908 79.08%
P-glycoprotein substrate - 0.7793 77.93%
CYP3A4 substrate + 0.6502 65.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8358 83.58%
CYP3A4 inhibition - 0.8029 80.29%
CYP2C9 inhibition - 0.9073 90.73%
CYP2C19 inhibition - 0.8771 87.71%
CYP2D6 inhibition - 0.9384 93.84%
CYP1A2 inhibition - 0.5252 52.52%
CYP2C8 inhibition - 0.6352 63.52%
CYP inhibitory promiscuity - 0.9548 95.48%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4950 49.50%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.9121 91.21%
Skin irritation + 0.5635 56.35%
Skin corrosion - 0.9009 90.09%
Ames mutagenesis - 0.7619 76.19%
Human Ether-a-go-go-Related Gene inhibition - 0.6159 61.59%
Micronuclear - 0.8500 85.00%
Hepatotoxicity + 0.7375 73.75%
skin sensitisation - 0.7761 77.61%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.7164 71.64%
Acute Oral Toxicity (c) III 0.4392 43.92%
Estrogen receptor binding + 0.8221 82.21%
Androgen receptor binding + 0.6202 62.02%
Thyroid receptor binding + 0.6457 64.57%
Glucocorticoid receptor binding + 0.8969 89.69%
Aromatase binding + 0.6449 64.49%
PPAR gamma - 0.5834 58.34%
Honey bee toxicity - 0.7971 79.71%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9789 97.89%

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 96.96% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.33% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.50% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.51% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.79% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.33% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.84% 100.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.66% 93.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.34% 89.00%
CHEMBL2581 P07339 Cathepsin D 84.00% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.14% 86.33%
CHEMBL1902 P62942 FK506-binding protein 1A 80.68% 97.05%

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 9998024
LOTUS LTS0239951
wikiData Q105111433