3-(12,14,15,16-Tetrahydroxy-8,12,23-trimethyl-21-oxo-22-oxa-6-azahexacyclo[18.2.1.01,17.03,16.04,13.06,11]tricosan-23-yl)propanoic acid

Details

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Internal ID 142ac2a4-7bea-4dab-8d05-20b04a6e92cb
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
IUPAC Name 3-(12,14,15,16-tetrahydroxy-8,12,23-trimethyl-21-oxo-22-oxa-6-azahexacyclo[18.2.1.01,17.03,16.04,13.06,11]tricosan-23-yl)propanoic acid
SMILES (Canonical) CC1CCC2C(C3C(CN2C1)C4CC56C(C4(C(C3O)O)O)CCC(C5(C)CCC(=O)O)C(=O)O6)(C)O
SMILES (Isomeric) CC1CCC2C(C3C(CN2C1)C4CC56C(C4(C(C3O)O)O)CCC(C5(C)CCC(=O)O)C(=O)O6)(C)O
InChI InChI=1S/C27H41NO8/c1-13-4-7-18-25(3,34)20-14(12-28(18)11-13)16-10-26-17(27(16,35)22(32)21(20)31)6-5-15(23(33)36-26)24(26,2)9-8-19(29)30/h13-18,20-22,31-32,34-35H,4-12H2,1-3H3,(H,29,30)
InChI Key RXFHTFYCXVTJMP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H41NO8
Molecular Weight 507.60 g/mol
Exact Mass 507.28321727 g/mol
Topological Polar Surface Area (TPSA) 148.00 Ų
XlogP -1.90
Atomic LogP (AlogP) 0.76
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-(12,14,15,16-Tetrahydroxy-8,12,23-trimethyl-21-oxo-22-oxa-6-azahexacyclo[18.2.1.01,17.03,16.04,13.06,11]tricosan-23-yl)propanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6619 66.19%
Caco-2 - 0.7705 77.05%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Lysosomes 0.5568 55.68%
OATP2B1 inhibitior - 0.5659 56.59%
OATP1B1 inhibitior + 0.8795 87.95%
OATP1B3 inhibitior + 0.9500 95.00%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.6199 61.99%
P-glycoprotein inhibitior - 0.6960 69.60%
P-glycoprotein substrate + 0.5113 51.13%
CYP3A4 substrate + 0.6896 68.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7758 77.58%
CYP3A4 inhibition - 0.9306 93.06%
CYP2C9 inhibition - 0.9148 91.48%
CYP2C19 inhibition - 0.9130 91.30%
CYP2D6 inhibition - 0.9557 95.57%
CYP1A2 inhibition - 0.9368 93.68%
CYP2C8 inhibition - 0.5774 57.74%
CYP inhibitory promiscuity - 0.9924 99.24%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4875 48.75%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9496 94.96%
Skin irritation - 0.7496 74.96%
Skin corrosion - 0.9271 92.71%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4413 44.13%
Micronuclear + 0.5900 59.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.8686 86.86%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.7006 70.06%
Acute Oral Toxicity (c) I 0.6628 66.28%
Estrogen receptor binding + 0.6814 68.14%
Androgen receptor binding + 0.7643 76.43%
Thyroid receptor binding - 0.5160 51.60%
Glucocorticoid receptor binding + 0.6554 65.54%
Aromatase binding + 0.6977 69.77%
PPAR gamma + 0.5612 56.12%
Honey bee toxicity - 0.8007 80.07%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.6445 64.45%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.14% 85.14%
CHEMBL2581 P07339 Cathepsin D 97.62% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.33% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.23% 96.77%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.93% 89.05%
CHEMBL221 P23219 Cyclooxygenase-1 91.42% 90.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 90.75% 93.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.32% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 86.65% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.49% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.64% 97.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.22% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.94% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.28% 89.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 81.84% 94.78%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.79% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.76% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.86% 95.89%
CHEMBL4330 Q9NS75 Cysteinyl leukotriene receptor 2 80.14% 98.00%

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.
Veratrum taliense

Cross-Links

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PubChem 85306637
LOTUS LTS0258791
wikiData Q105246973