6a,9-dihydroxy-4,7,10a-trimethyl-2-oxo-9,10-dihydro-8H-1-benzoxocine-7-carboxylic acid

Details

• Internal ID: bb9bd82f-094f-4660-a207-75ddb62eea15
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Abscisic acids and derivatives
• IUPAC Name: 6a,9-dihydroxy-4,7,10a-trimethyl-2-oxo-9,10-dihydro-8H-1-benzoxocine-7-carboxylic acid
• SMILES (Canonical): CC1=CC(=O)OC2(CC(CC(C2(C=C1)O)(C)C(=O)O)O)C
• SMILES (Isomeric): CC1=CC(=O)OC2(CC(CC(C2(C=C1)O)(C)C(=O)O)O)C
• InChI: InChI=1S/C15H20O6/c1-9-4-5-15(20)13(2,12(18)19)7-10(16)8-14(15,3)21-11(17)6-9/h4-6,10,16,20H,7-8H2,1-3H3,(H,18,19)
• InChI Key: QWZLQURLJIKCMW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₆
• Molecular Weight: 296.31 g/mol
• Exact Mass: 296.12598835 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.78
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9528	95.28%
Caco-2	+	0.5700	57.00%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5610	56.10%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9122	91.22%
OATP1B3 inhibitior	+	0.9352	93.52%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5817	58.17%
P-glycoprotein inhibitior	-	0.9639	96.39%
P-glycoprotein substrate	-	0.7393	73.93%
CYP3A4 substrate	+	0.6022	60.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9030	90.30%
CYP3A4 inhibition	-	0.8920	89.20%
CYP2C9 inhibition	-	0.9414	94.14%
CYP2C19 inhibition	-	0.9359	93.59%
CYP2D6 inhibition	-	0.9666	96.66%
CYP1A2 inhibition	-	0.9239	92.39%
CYP2C8 inhibition	-	0.8448	84.48%
CYP inhibitory promiscuity	-	0.9770	97.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5257	52.57%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.8018	80.18%
Skin irritation	-	0.5237	52.37%
Skin corrosion	-	0.9238	92.38%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8178	81.78%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5053	50.53%
skin sensitisation	-	0.6798	67.98%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.3938	39.38%
Estrogen receptor binding	-	0.5307	53.07%
Androgen receptor binding	+	0.6270	62.70%
Thyroid receptor binding	+	0.5412	54.12%
Glucocorticoid receptor binding	+	0.5369	53.69%
Aromatase binding	-	0.5417	54.17%
PPAR gamma	-	0.5581	55.81%
Honey bee toxicity	-	0.9612	96.12%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9041	90.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.57%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.38%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.25%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.85%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.40%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.84%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.77%	85.14%
CHEMBL2581	P07339	Cathepsin D	86.60%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	82.93%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.76%	100.00%

Plants that contains it

• Prunus dulcis

Cross-Links

• PubChem: 85345456
• LOTUS: LTS0219170
• wikiData: Q105229476