6-Hydroxy-3,5,6-trimethylhept-2-enedioic acid

Details

• Internal ID: 3ba6e013-6790-48a5-ae25-fa8a9849c0c6
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Medium-chain hydroxy acids and derivatives
• IUPAC Name: 6-hydroxy-3,5,6-trimethylhept-2-enedioic acid
• SMILES (Canonical): CC(CC(=CC(=O)O)C)C(C)(C(=O)O)O
• SMILES (Isomeric): CC(CC(=CC(=O)O)C)C(C)(C(=O)O)O
• InChI: InChI=1S/C10H16O5/c1-6(5-8(11)12)4-7(2)10(3,15)9(13)14/h5,7,15H,4H2,1-3H3,(H,11,12)(H,13,14)
• InChI Key: SBPBKRGXKIVQRJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₅
• Molecular Weight: 216.23 g/mol
• Exact Mass: 216.09977361 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.88
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8943	89.43%
Caco-2	-	0.6457	64.57%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6325	63.25%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.9219	92.19%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9655	96.55%
P-glycoprotein inhibitior	-	0.9864	98.64%
P-glycoprotein substrate	-	0.9230	92.30%
CYP3A4 substrate	-	0.5629	56.29%
CYP2C9 substrate	-	0.5754	57.54%
CYP2D6 substrate	-	0.9138	91.38%
CYP3A4 inhibition	-	0.8734	87.34%
CYP2C9 inhibition	-	0.7370	73.70%
CYP2C19 inhibition	-	0.8574	85.74%
CYP2D6 inhibition	-	0.9025	90.25%
CYP1A2 inhibition	-	0.8810	88.10%
CYP2C8 inhibition	-	0.9834	98.34%
CYP inhibitory promiscuity	-	0.9161	91.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6333	63.33%
Carcinogenicity (trinary)	Non-required	0.6858	68.58%
Eye corrosion	-	0.8656	86.56%
Eye irritation	-	0.7687	76.87%
Skin irritation	-	0.5308	53.08%
Skin corrosion	-	0.8931	89.31%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7481	74.81%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5980	59.80%
skin sensitisation	+	0.5983	59.83%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6204	62.04%
Acute Oral Toxicity (c)	IV	0.4953	49.53%
Estrogen receptor binding	-	0.8075	80.75%
Androgen receptor binding	-	0.7974	79.74%
Thyroid receptor binding	-	0.7101	71.01%
Glucocorticoid receptor binding	-	0.6462	64.62%
Aromatase binding	-	0.8785	87.85%
PPAR gamma	-	0.7863	78.63%
Honey bee toxicity	-	0.8856	88.56%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9628	96.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.94%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.97%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	86.44%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.43%	97.25%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.02%	89.34%
CHEMBL2061	P19793	Retinoid X receptor alpha	84.25%	91.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.07%	96.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.82%	97.29%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.66%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.30%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.64%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.46%	96.47%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.39%	91.11%

Plants that contains it

• Senecio nemorensis

Cross-Links

• PubChem: 162975279
• LOTUS: LTS0236738
• wikiData: Q105249598