(-)-Abscisic acid

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	b6c22253-c2bd-47a9-bb5d-ca4035faaa20
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Abscisic acids and derivatives
IUPAC Name	(2Z,4E)-5-[(1R)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid
SMILES (Canonical)	CC1=CC(=O)CC(C1(C=CC(=CC(=O)O)C)O)(C)C
SMILES (Isomeric)	CC1=CC(=O)CC([C@@]1(/C=C/C(=C\C(=O)O)/C)O)(C)C
InChI	InChI=1S/C15H20O4/c1-10(7-13(17)18)5-6-15(19)11(2)8-12(16)9-14(15,3)4/h5-8,19H,9H2,1-4H3,(H,17,18)/b6-5+,10-7-/t15-/m0/s1
InChI Key	JLIDBLDQVAYHNE-QHFMCZIYSA-N
Popularity	8,917 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₅H₂₀O₄
Molecular Weight	264.32 g/mol
Exact Mass	264.13615911 g/mol
Topological Polar Surface Area (TPSA)	74.60 Å²
XlogP	1.60
Atomic LogP (AlogP)	2.25
H-Bond Acceptor	3
H-Bond Donor	2
Rotatable Bonds	3

Synonyms

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(-)-ABA

14398-53-9

(R)-abscisic acid

(-)-(R)-Abscisic acid

(R)-(-)-Abscisic acid

(2Z,4E)-5-[(1R)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid

(-)-(cis,Trans)-abscisic acid

PBI-145

Abscisic acid, (-)-(2Z,4E)-

ABSCISIC ACID

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9785	97.85%
Caco-2	+	0.6081	60.81%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8663	86.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8958	89.58%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7162	71.62%
P-glycoprotein inhibitior	-	0.9617	96.17%
P-glycoprotein substrate	-	0.8854	88.54%
CYP3A4 substrate	+	0.5711	57.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9115	91.15%
CYP3A4 inhibition	-	0.9097	90.97%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9377	93.77%
CYP2D6 inhibition	-	0.9441	94.41%
CYP1A2 inhibition	-	0.9535	95.35%
CYP2C8 inhibition	-	0.9365	93.65%
CYP inhibitory promiscuity	-	0.9557	95.57%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.7648	76.48%
Carcinogenicity (trinary)	Non-required	0.5812	58.12%
Eye corrosion	-	0.9726	97.26%
Eye irritation	-	0.6595	65.95%
Skin irritation	-	0.6095	60.95%
Skin corrosion	-	0.9492	94.92%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.8325	83.25%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	+	0.7695	76.95%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.6416	64.16%
Acute Oral Toxicity (c)	III	0.6395	63.95%
Estrogen receptor binding	+	0.6386	63.86%
Androgen receptor binding	-	0.5397	53.97%
Thyroid receptor binding	-	0.5322	53.22%
Glucocorticoid receptor binding	+	0.6523	65.23%
Aromatase binding	+	0.5784	57.84%
PPAR gamma	+	0.5820	58.20%
Honey bee toxicity	-	0.9350	93.50%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9754	97.54%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	31.6 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.54%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.47%	86.33%
CHEMBL1870	P28702	Retinoid X receptor beta	89.04%	95.00%
CHEMBL2004	P48443	Retinoid X receptor gamma	88.59%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.48%	91.11%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.83%	85.30%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.89%	96.09%
CHEMBL2061	P19793	Retinoid X receptor alpha	85.12%	91.67%
CHEMBL4208	P20618	Proteasome component C5	84.86%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.13%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.32%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.88%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	81.87%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.62%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	81.39%	90.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.28%	90.24%

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.