Heliotrinic acid

Details

• Internal ID: 1c1917e3-32f5-46da-815a-406fcce4c689
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Hydroxy fatty acids
• IUPAC Name: (2S)-2-hydroxy-2-(1-methoxyethyl)-3-methylbutanoic acid
• SMILES (Canonical): CC(C)C(C(C)OC)(C(=O)O)O
• SMILES (Isomeric): CC(C)[C@](C(C)OC)(C(=O)O)O
• InChI: InChI=1S/C8H16O4/c1-5(2)8(11,7(9)10)6(3)12-4/h5-6,11H,1-4H3,(H,9,10)/t6?,8-/m0/s1
• InChI Key: ZRQIPAUWGAYLLW-XDKWHASVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₆O₄
• Molecular Weight: 176.21 g/mol
• Exact Mass: 176.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.49
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• Heliotrinic acid
• 25039-18-3
• DTXSID00947901
• Butyric acid, 2-hydroxy-2-isopropyl-3-methoxy-, (2S,3R)-(-)-
• BUTANOIC ACID, 2-HYDROXY-2-(1-METHOXYETHYL)-3-METHYL-, (R-(R*,S*))-
• 2-hydroxy-2-(1-methoxyethyl)-3-methylbutanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8464	84.64%
Caco-2	-	0.6765	67.65%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8346	83.46%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.9516	95.16%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9351	93.51%
P-glycoprotein inhibitior	-	0.9608	96.08%
P-glycoprotein substrate	-	0.9677	96.77%
CYP3A4 substrate	-	0.6675	66.75%
CYP2C9 substrate	+	0.6334	63.34%
CYP2D6 substrate	-	0.8912	89.12%
CYP3A4 inhibition	-	0.9313	93.13%
CYP2C9 inhibition	-	0.8313	83.13%
CYP2C19 inhibition	-	0.9426	94.26%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.9591	95.91%
CYP2C8 inhibition	-	0.9892	98.92%
CYP inhibitory promiscuity	-	0.9701	97.01%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.5423	54.23%
Carcinogenicity (trinary)	Non-required	0.6642	66.42%
Eye corrosion	-	0.6452	64.52%
Eye irritation	-	0.5518	55.18%
Skin irritation	-	0.7542	75.42%
Skin corrosion	-	0.9649	96.49%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8519	85.19%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6659	66.59%
skin sensitisation	-	0.7672	76.72%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	-	0.9000	90.00%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.5919	59.19%
Acute Oral Toxicity (c)	III	0.6514	65.14%
Estrogen receptor binding	-	0.6810	68.10%
Androgen receptor binding	-	0.8034	80.34%
Thyroid receptor binding	-	0.7464	74.64%
Glucocorticoid receptor binding	-	0.8930	89.30%
Aromatase binding	-	0.7048	70.48%
PPAR gamma	-	0.7314	73.14%
Honey bee toxicity	-	0.9172	91.72%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8600	86.00%
Fish aquatic toxicity	-	0.6234	62.34%

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	93.11%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.86%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.67%	98.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.34%	100.00%

Plants that contains it

• Heliotropium subulatum

Cross-Links

• PubChem: 32776
• LOTUS: LTS0117981
• wikiData: Q82925718