Latrunculeic Acid

Details

• Internal ID: 0a1c4f4f-913c-4bbc-aeaf-fdade3853489
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: (2Z,6Z,8S)-3,8-dimethyl-10-[(2R)-6-oxo-2,3-dihydropyran-2-yl]deca-2,6-dienoic acid
• InChI: InChI=1S/C17H24O4/c1-13(6-3-4-7-14(2)12-16(18)19)10-11-15-8-5-9-17(20)21-15/h3,5-6,9,12-13,15H,4,7-8,10-11H2,1-2H3,(H,18,19)/b6-3-,14-12-/t13-,15+/m1/s1
• InChI Key: OHWFPMKLBOHSHY-WKTSBRCASA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.16745924 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

• CHEMBL512338
• SCHEMBL3235127
• (2Z,6Z,8S)-3,8-dimethyl-10-[(2R)-6-oxo-2,3-dihydropyran-2-yl]deca-2,6-dienoic Acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9201	92.01%
Caco-2	+	0.6875	68.75%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8472	84.72%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8547	85.47%
OATP1B3 inhibitior	+	0.9477	94.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6970	69.70%
P-glycoprotein inhibitior	-	0.8060	80.60%
P-glycoprotein substrate	-	0.6465	64.65%
CYP3A4 substrate	+	0.5359	53.59%
CYP2C9 substrate	-	0.5898	58.98%
CYP2D6 substrate	-	0.9136	91.36%
CYP3A4 inhibition	-	0.6835	68.35%
CYP2C9 inhibition	-	0.9186	91.86%
CYP2C19 inhibition	-	0.8713	87.13%
CYP2D6 inhibition	-	0.8674	86.74%
CYP1A2 inhibition	-	0.8033	80.33%
CYP2C8 inhibition	-	0.9048	90.48%
CYP inhibitory promiscuity	-	0.9463	94.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8843	88.43%
Carcinogenicity (trinary)	Non-required	0.7525	75.25%
Eye corrosion	-	0.9609	96.09%
Eye irritation	-	0.8833	88.33%
Skin irritation	-	0.5555	55.55%
Skin corrosion	-	0.9474	94.74%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7212	72.12%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7354	73.54%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.5943	59.43%
Acute Oral Toxicity (c)	III	0.6976	69.76%
Estrogen receptor binding	+	0.5331	53.31%
Androgen receptor binding	-	0.6942	69.42%
Thyroid receptor binding	-	0.6919	69.19%
Glucocorticoid receptor binding	-	0.6569	65.69%
Aromatase binding	-	0.4871	48.71%
PPAR gamma	-	0.5241	52.41%
Honey bee toxicity	-	0.9113	91.13%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9595	95.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.37%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.10%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.48%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.43%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.27%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.26%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.95%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.55%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	83.46%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.37%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.02%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.87%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.78%	96.47%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.54%	95.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.23%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11426344
• LOTUS: LTS0142542
• wikiData: Q105192340