Agaricic Acid

Details

• Internal ID: 79eedd0f-fade-408b-bb46-ae1fc2eea005
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: 2-hydroxynonadecane-1,2,3-tricarboxylic acid
• SMILES (Canonical): CCCCCCCCCCCCCCCCC(C(=O)O)C(CC(=O)O)(C(=O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCC(C(=O)O)C(CC(=O)O)(C(=O)O)O
• InChI: InChI=1S/C22H40O7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18(20(25)26)22(29,21(27)28)17-19(23)24/h18,29H,2-17H2,1H3,(H,23,24)(H,25,26)(H,27,28)
• InChI Key: HZLCGUXUOFWCCN-UHFFFAOYSA-N
• Popularity: 174 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₄₀O₇
• Molecular Weight: 416.50 g/mol
• Exact Mass: 416.27740361 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 4.85
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 20

Synonyms

• Agaricic acid
• Agaricin
• 666-99-9
• Agaricinic acid
• Laricic acid
• n-Hexadecylcitric acid
• Agaricinsaeure
• alpha-Cetylcitric acid
• NSC 60429
• NSC 65690
• 2-Hydroxynonadecane-1,2,3-tricarboxylic acid
• 2-Hydroxy-1,2,3-nonadecanetricarboxylic acid
• 1,2,3-NONADECANETRICARBOXYLIC ACID, 2-HYDROXY-
• .alpha.-Cetylcitric acid
• EINECS 211-566-5
• 1,2,3-Nonadecanetricarboxylicacid, 2-hydroxy-
• UNII-2XE342S7L6
• AGARICINUM
• BRN 1729981
• DTXSID2046705
• 2XE342S7L6
• NSC-60429
• NSC-65690
• CHEMBL78764
• (+/-)-AGARICIC ACID
• DTXCID0026705
• AGARICIC ACID, (+/-)-
• 4-03-00-01284 (Beilstein Handbook Reference)
• NSC60429
• NSC65690
• NCGC00167547-01
• AGARIC ACID (MART.)
• AGARIC ACID [MART.]
• 2-HYDROXY-1,2,3-NON-DECANETRICARBOXLIC ACID
• CAS-666-99-9
• AGARICACID
• 1,3-Nonadecanetricarboxylic acid, 2-hydroxy-
• (-)-2-Hydroxy-1,2,3-nonadecantricarbonsaeure
• hexadecylcitric acid
• Agaric acid, 97%
• alpha-cetyl citric acid
• AGARICINUM [HPUS]
• AGARICIC ACID [MI]
• 2-Hydroxy-1,2,3-nona-decane-tricarboxylic acid
• Agaricic acid / Agaric acid
• AGARIC ACID [WHO-DD]
• Agaricinic AcidAgaricinic Acid
• SCHEMBL221768
• 1-hexadecyl-2-hydroxypropane-1,2,3-tricarboxylic acid
• HZLCGUXUOFWCCN-UHFFFAOYSA-N
• HY-N4104
• Tox21_112543
• BDBM50285551
• Agaric acid sesquihydrate (Salt/Mix)
• AKOS024362806
• Tox21_112543_1
• CCG-214259
• NCGC00167547-02
• NCI60_019676
• CS-0032111
• FT-0621937
• A-3920
• F82171
• 2-Hydroxy-1,2,3-nona?decane?tricarboxylic acid
• 3-Carboxy-2-hexadecyl-3-hydroxy-pentanedioic acid
• L003754
• SR-01000944837
• SR-01000944837-1
• Q27255762

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7097	70.97%
Caco-2	-	0.7952	79.52%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7906	79.06%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.8745	87.45%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6983	69.83%
P-glycoprotein inhibitior	-	0.7521	75.21%
P-glycoprotein substrate	-	0.8786	87.86%
CYP3A4 substrate	-	0.5684	56.84%
CYP2C9 substrate	+	0.6346	63.46%
CYP2D6 substrate	-	0.8857	88.57%
CYP3A4 inhibition	-	0.8283	82.83%
CYP2C9 inhibition	-	0.8411	84.11%
CYP2C19 inhibition	-	0.8740	87.40%
CYP2D6 inhibition	-	0.9192	91.92%
CYP1A2 inhibition	-	0.5142	51.42%
CYP2C8 inhibition	-	0.9428	94.28%
CYP inhibitory promiscuity	-	0.9824	98.24%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8620	86.20%
Carcinogenicity (trinary)	Non-required	0.7276	72.76%
Eye corrosion	-	0.9448	94.48%
Eye irritation	-	0.4928	49.28%
Skin irritation	-	0.6396	63.96%
Skin corrosion	-	0.9306	93.06%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5458	54.58%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8252	82.52%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.7441	74.41%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8001	80.01%
Acute Oral Toxicity (c)	III	0.5926	59.26%
Estrogen receptor binding	+	0.5464	54.64%
Androgen receptor binding	-	0.5500	55.00%
Thyroid receptor binding	+	0.5592	55.92%
Glucocorticoid receptor binding	+	0.5451	54.51%
Aromatase binding	-	0.7357	73.57%
PPAR gamma	+	0.5237	52.37%
Honey bee toxicity	-	0.9895	98.95%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5993	59.93%
Fish aquatic toxicity	+	0.9100	91.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.08%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.26%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.73%	96.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.67%	97.29%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	94.13%	85.94%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.07%	93.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.88%	92.86%
CHEMBL4040	P28482	MAP kinase ERK2	87.77%	83.82%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.04%	92.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.99%	100.00%
CHEMBL1907	P15144	Aminopeptidase N	85.52%	93.31%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.80%	100.00%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	84.58%	92.26%
CHEMBL230	P35354	Cyclooxygenase-2	83.57%	89.63%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.35%	95.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.29%	100.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.21%	91.81%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.79%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 12629
• LOTUS: LTS0121973
• wikiData: Q27255762