3-Hydroxypropionic acid

Details

• Internal ID: fe690498-7a70-43bc-b66a-b73f1f660b83
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: 3-hydroxypropanoic acid
• SMILES (Canonical): C(CO)C(=O)O
• SMILES (Isomeric): C(CO)C(=O)O
• InChI: InChI=1S/C3H6O3/c4-2-1-3(5)6/h4H,1-2H2,(H,5,6)
• InChI Key: ALRHLSYJTWAHJZ-UHFFFAOYSA-N
• Popularity: 1,377 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃H₆O₃
• Molecular Weight: 90.08 g/mol
• Exact Mass: 90.031694049 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.55
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 503-66-2
• 3-Hydroxypropanoic acid
• Hydracrylic acid
• hydroxypropionic acid
• Ethylene lactic acid
• beta-Hydroxypropionic acid
• Propanoic acid, 3-hydroxy-
• beta-Lactic acid
• 3-HYDROXY-PROPANOIC ACID
• Glyceric acid, 2-deoxy-
• b-Hydroxypropionate
• Propionic acid, 3-hydroxy-
• 3-Hydroxypropionic Acid (contains varying amounts of 3,3-Oxydipropionic Acid)
• b-Hydroxypropionic acid
• 3-hydroxy-propionic acid
• UNII-C4ZF6XLD2X
• C4ZF6XLD2X
• .beta.-Hydroxypropionic acid
• CHEBI:33404
• EINECS 207-974-8
• MFCD00058998
• BRN 0773806
• Ethylenelactate
• b-Lactic acid
• 2-Deoxyglycerate
• Ethylenelactic acid
• .beta.-Lactic acid
• 2-Deoxyglyceric acid
• 3-Hydroxypropionic acid, 30% in water
• 3-Hydrocypropanoic acid
• 3-Hydroxypropanoic acid (30% in water)
• starbld0025936
• HYDRACRYLIC ACID [MI]
• CHEMBL1205969
• ALRHLSYJTWAHJZ-UHFFFAOYSA-
• DTXSID50198305
• BCP05902
• BBL102395
• STL556197
• AKOS009159210
• AM85796
• DB03688
• SB83799
• BP-23512
• SY003982
• 3-Hydroxypropionic Acid, 30wt.% in H2O
• CS-0147832
• FT-0600968
• H0297
• EN300-52134
• A22098
• C01013
• Q2823220
• 3-HYDROXYPROPIONIC ACID (30% W/W IN WATER)
• InChI=1/C3H6O3/c4-2-1-3(5)6/h4H,1-2H2,(H,5,6)
• 3-Hydroxypropanoic acid(contains varying amounts of 3,3'-Oxydipropionic Acid) (ca. 30% in Water)
• 3-Hydroxypropionic acid contains varying amounts of 3,3'-Oxydipropionic Acid (ca. 30% in Water, ca. 3.6mol/L)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8993	89.93%
Caco-2	+	0.5143	51.43%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7321	73.21%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.9501	95.01%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9468	94.68%
P-glycoprotein inhibitior	-	0.9845	98.45%
P-glycoprotein substrate	-	0.9960	99.60%
CYP3A4 substrate	-	0.8272	82.72%
CYP2C9 substrate	-	0.5816	58.16%
CYP2D6 substrate	-	0.8592	85.92%
CYP3A4 inhibition	-	0.9343	93.43%
CYP2C9 inhibition	-	0.9443	94.43%
CYP2C19 inhibition	-	0.9500	95.00%
CYP2D6 inhibition	-	0.9582	95.82%
CYP1A2 inhibition	-	0.8297	82.97%
CYP2C8 inhibition	-	0.9924	99.24%
CYP inhibitory promiscuity	-	0.9779	97.79%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.7230	72.30%
Eye corrosion	+	0.7269	72.69%
Eye irritation	+	0.9937	99.37%
Skin irritation	+	0.6821	68.21%
Skin corrosion	+	0.8090	80.90%
Ames mutagenesis	-	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8078	80.78%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.9663	96.63%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	-	0.9222	92.22%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.4713	47.13%
Acute Oral Toxicity (c)	III	0.5436	54.36%
Estrogen receptor binding	-	0.9557	95.57%
Androgen receptor binding	-	0.9546	95.46%
Thyroid receptor binding	-	0.8952	89.52%
Glucocorticoid receptor binding	-	0.9324	93.24%
Aromatase binding	-	0.8863	88.63%
PPAR gamma	-	0.8547	85.47%
Honey bee toxicity	-	0.9759	97.59%
Biodegradation	+	0.9250	92.50%
Crustacea aquatic toxicity	-	0.9000	90.00%
Fish aquatic toxicity	-	0.9397	93.97%

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	88.62%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	86.26%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.49%	99.17%

Plants that contains it

• Aloe africana
• Aloe ferox
• Aloe spicata
• Aloe vera
• Arabidopsis thaliana
• Medicago sativa
• Pogostemon cablin

Cross-Links

• PubChem: 68152
• NPASS: NPC286485
• LOTUS: LTS0054508
• wikiData: Q2823220