Uvidin-A ester 2a

Details

• Internal ID: c5e272bd-a38e-4a64-b8dd-729e278c8bdf
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: [(1aR,6aR,7S,7aR)-3,3,6a,7a-tetramethyl-2-oxo-1a,2a,4,5,6,7-hexahydronaphtho[2,3-b]oxiren-7-yl]methyl hexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OCC1C2(CCCC(C2C(=O)C3C1(O3)C)(C)C)C
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)OC[C@@H]1[C@]2(CCCC(C2C(=O)[C@H]3[C@@]1(O3)C)(C)C)C
• InChI: InChI=1S/C31H54O4/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-20-25(32)34-23-24-30(4)22-19-21-29(2,3)27(30)26(33)28-31(24,5)35-28/h24,27-28H,6-23H2,1-5H3/t24-,27?,28+,30-,31-/m1/s1
• InChI Key: FTZJGGOVZRZHLI-FLAYAXHPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₄O₄
• Molecular Weight: 490.80 g/mol
• Exact Mass: 490.40221020 g/mol
• Topological Polar Surface Area (TPSA): 55.90 Ų
• XlogP: 10.40
• Atomic LogP (AlogP): 8.20
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 16

Synonyms

• [(1aR,6aR,7S,7aR)-3,3,6a,7a-tetramethyl-2-oxo-1a,2a,4,5,6,7-hexahydronaphtho[2,3-b]oxiren-7-yl]methyl hexadecanoate
• ((1aR,6aR,7S,7aR)-3,3,6a,7a-tetramethyl-2-oxo-1a,2a,4,5,6,7-hexahydronaphtho(2,3-b)oxiren-7-yl)methyl hexadecanoate
• RefChem:193446
• CHEBI:214826
• CHEBI:215044

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	-	0.6224	62.24%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7206	72.06%
OATP2B1 inhibitior	-	0.5798	57.98%
OATP1B1 inhibitior	+	0.8031	80.31%
OATP1B3 inhibitior	+	0.9687	96.87%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8401	84.01%
P-glycoprotein inhibitior	+	0.6490	64.90%
P-glycoprotein substrate	-	0.7343	73.43%
CYP3A4 substrate	+	0.6270	62.70%
CYP2C9 substrate	-	0.6108	61.08%
CYP2D6 substrate	-	0.8494	84.94%
CYP3A4 inhibition	-	0.8020	80.20%
CYP2C9 inhibition	-	0.6736	67.36%
CYP2C19 inhibition	-	0.6833	68.33%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	-	0.7780	77.80%
CYP2C8 inhibition	-	0.5876	58.76%
CYP inhibitory promiscuity	-	0.8912	89.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6540	65.40%
Eye corrosion	-	0.9822	98.22%
Eye irritation	-	0.8001	80.01%
Skin irritation	-	0.7568	75.68%
Skin corrosion	-	0.9500	95.00%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4291	42.91%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.6374	63.74%
skin sensitisation	-	0.8169	81.69%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5662	56.62%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7073	70.73%
Acute Oral Toxicity (c)	III	0.5175	51.75%
Estrogen receptor binding	+	0.6108	61.08%
Androgen receptor binding	+	0.5821	58.21%
Thyroid receptor binding	-	0.6282	62.82%
Glucocorticoid receptor binding	-	0.4708	47.08%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5127	51.27%
Honey bee toxicity	-	0.9440	94.40%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.8238	82.38%
Fish aquatic toxicity	+	0.9903	99.03%

Targets

Proven Targets:

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	98.47%	91.11%
CHEMBL230	P35354	Cyclooxygenase-2	98.28%	89.63%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.75%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.30%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.07%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	92.28%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.66%	99.17%
CHEMBL299	P17252	Protein kinase C alpha	90.55%	98.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.80%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.64%	97.09%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	89.40%	91.81%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.45%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.20%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	86.81%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.47%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.23%	99.23%
CHEMBL1871	P10275	Androgen Receptor	85.76%	96.43%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.54%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	85.50%	91.49%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.95%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	84.25%	90.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.23%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	83.32%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.10%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.83%	95.89%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.36%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.20%	91.19%

Plants that contains it

• Chaerophyllum hirsutum

Cross-Links

• PubChem: 139587286
• LOTUS: LTS0034895
• wikiData: Q105283685