(2Z,4E)-3-methyl-5-[(1R,2R,3R,5S,8S)-2,3,8-trihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl]penta-2,4-dienoic acid

Details

• Internal ID: a0eff748-66ee-4556-800d-9c4140946ef6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Abscisic acids and derivatives
• IUPAC Name: (2Z,4E)-3-methyl-5-[(1R,2R,3R,5S,8S)-2,3,8-trihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl]penta-2,4-dienoic acid
• InChI: InChI=1S/C15H22O6/c1-9(6-11(17)18)4-5-15(20)13(2)8-21-14(15,3)7-10(16)12(13)19/h4-6,10,12,16,19-20H,7-8H2,1-3H3,(H,17,18)/b5-4+,9-6-/t10-,12+,13-,14+,15+/m1/s1
• InChI Key: QECVMHWTNYFUKU-FMUGBDLASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₆
• Molecular Weight: 298.33 g/mol
• Exact Mass: 298.14163842 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.23
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9126	91.26%
Caco-2	-	0.5595	55.95%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6659	66.59%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.8929	89.29%
OATP1B3 inhibitior	+	0.9636	96.36%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5279	52.79%
P-glycoprotein inhibitior	-	0.9489	94.89%
P-glycoprotein substrate	-	0.8524	85.24%
CYP3A4 substrate	+	0.5778	57.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8906	89.06%
CYP3A4 inhibition	-	0.8873	88.73%
CYP2C9 inhibition	-	0.8339	83.39%
CYP2C19 inhibition	-	0.8493	84.93%
CYP2D6 inhibition	-	0.9478	94.78%
CYP1A2 inhibition	-	0.8252	82.52%
CYP2C8 inhibition	-	0.8993	89.93%
CYP inhibitory promiscuity	-	0.9626	96.26%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5966	59.66%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9458	94.58%
Skin irritation	-	0.5661	56.61%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6052	60.52%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8402	84.02%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6362	63.62%
Acute Oral Toxicity (c)	III	0.4336	43.36%
Estrogen receptor binding	+	0.6677	66.77%
Androgen receptor binding	+	0.6570	65.70%
Thyroid receptor binding	+	0.5686	56.86%
Glucocorticoid receptor binding	+	0.6470	64.70%
Aromatase binding	+	0.7387	73.87%
PPAR gamma	+	0.6222	62.22%
Honey bee toxicity	-	0.8743	87.43%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9779	97.79%

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	96.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.15%	96.09%
CHEMBL2061	P19793	Retinoid X receptor alpha	93.04%	91.67%
CHEMBL1870	P28702	Retinoid X receptor beta	90.09%	95.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.78%	94.45%
CHEMBL2004	P48443	Retinoid X receptor gamma	88.43%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.38%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.36%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.70%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.83%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.18%	86.33%

Plants that contains it

• Prunus domestica

Cross-Links

• PubChem: 11415277
• LOTUS: LTS0106165
• wikiData: Q105219123