Lyngbyabellin F

Details

• Internal ID: 456838ae-77f1-464a-b031-c7154ac1ed65
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(2S,3S)-7,7-dichloro-1-[(1S)-2-hydroxy-1-(4-methoxycarbonyl-1,3-thiazol-2-yl)-2-methylpropoxy]-2-methyl-1-oxooctan-3-yl] 2-[(1R)-2-[(3R,4S)-3-acetyloxy-4-(butanoylamino)-6-methylheptanoyl]oxy-1-hydroxyethyl]-1,3-thiazole-4-carboxylate
• InChI: InChI=1S/C38H55Cl2N3O13S2/c1-10-12-29(46)41-23(15-20(2)3)28(54-22(5)44)16-30(47)53-17-26(45)32-42-25(19-57-32)36(50)55-27(13-11-14-38(8,39)40)21(4)34(48)56-31(37(6,7)51)33-43-24(18-58-33)35(49)52-9/h18-21,23,26-28,31,45,51H,10-17H2,1-9H3,(H,41,46)/t21-,23-,26+,27-,28+,31+/m0/s1
• InChI Key: UJOHOMHVFQPIEM-HPZYSZHWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₅Cl₂N₃O₁₃S₂
• Molecular Weight: 896.90 g/mol
• Exact Mass: 895.2553366 g/mol
• Topological Polar Surface Area (TPSA): 283.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 6.20
• H-Bond Acceptor: 17
• H-Bond Donor: 3
• Rotatable Bonds: 24

Synonyms

• [(2S,3S)-7,7-dichloro-1-[(1S)-2-hydroxy-1-(4-methoxycarbonyl-1,3-thiazol-2-yl)-2-methylpropoxy]-2-methyl-1-oxooctan-3-yl] 2-[(1R)-2-[(3R,4S)-3-acetyloxy-4-(butanoylamino)-6-methylheptanoyl]oxy-1-hydroxyethyl]-1,3-thiazole-4-carboxylate
• ((2S,3S)-7,7-dichloro-1-((1S)-2-hydroxy-1-(4-methoxycarbonyl-1,3-thiazol-2-yl)-2-methylpropoxy)-2-methyl-1-oxooctan-3-yl) 2-((1R)-2-((3R,4S)-3-acetyloxy-4-(butanoylamino)-6-methylheptanoyl)oxy-1-hydroxyethyl)-1,3-thiazole-4-carboxylate
• RefChem:154659
• 873207-41-1
• SCHEMBL29884084
• CHEBI:218607
• DTXSID301334710
• (2S,3S)-7,7-Dichloro-1-{(1S)-2-hydroxy-1-[4-(methoxycarbonyl)-1,3-thiazol-2-yl]-2-methylpropoxy}-2-methyl-1-oxooctan-3-yl 2-[(1R)-2-{[(3R,4S)-3-(acetyloxy)-4-butanamido-6-methylheptanoyl]oxy}-1-hydroxyethyl]-1,3-thiazole-4-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9449	94.49%
Caco-2	-	0.8541	85.41%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6792	67.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8260	82.60%
OATP1B3 inhibitior	+	0.9309	93.09%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9288	92.88%
P-glycoprotein inhibitior	+	0.7627	76.27%
P-glycoprotein substrate	+	0.8289	82.89%
CYP3A4 substrate	+	0.7229	72.29%
CYP2C9 substrate	+	0.8058	80.58%
CYP2D6 substrate	-	0.8588	85.88%
CYP3A4 inhibition	+	0.5211	52.11%
CYP2C9 inhibition	-	0.7019	70.19%
CYP2C19 inhibition	-	0.5794	57.94%
CYP2D6 inhibition	-	0.8726	87.26%
CYP1A2 inhibition	-	0.6964	69.64%
CYP2C8 inhibition	+	0.7678	76.78%
CYP inhibitory promiscuity	-	0.7170	71.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6638	66.38%
Carcinogenicity (trinary)	Non-required	0.5756	57.56%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.9073	90.73%
Skin irritation	-	0.7817	78.17%
Skin corrosion	-	0.9214	92.14%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4765	47.65%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5282	52.82%
skin sensitisation	-	0.8310	83.10%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5994	59.94%
Acute Oral Toxicity (c)	III	0.6064	60.64%
Estrogen receptor binding	+	0.8301	83.01%
Androgen receptor binding	+	0.6633	66.33%
Thyroid receptor binding	+	0.5843	58.43%
Glucocorticoid receptor binding	+	0.7090	70.90%
Aromatase binding	+	0.6774	67.74%
PPAR gamma	+	0.7680	76.80%
Honey bee toxicity	-	0.7595	75.95%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9438	94.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.69%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.25%	96.09%
CHEMBL230	P35354	Cyclooxygenase-2	97.98%	89.63%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.28%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.30%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.29%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.02%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.51%	96.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	93.40%	96.90%
CHEMBL221	P23219	Cyclooxygenase-1	93.30%	90.17%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	92.89%	92.29%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	91.96%	97.29%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.64%	85.14%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	90.53%	85.94%
CHEMBL2094135	Q96BI3	Gamma-secretase	89.85%	98.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.48%	94.45%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	87.86%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.63%	97.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.92%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	86.38%	97.79%
CHEMBL1907	P15144	Aminopeptidase N	84.95%	93.31%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.95%	89.50%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	84.44%	92.68%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.47%	100.00%
CHEMBL240	Q12809	HERG	83.46%	89.76%
CHEMBL4040	P28482	MAP kinase ERK2	82.38%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	82.23%	91.19%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.54%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.24%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11549705
• LOTUS: LTS0111944
• wikiData: Q77566677