allo-Murolic acid

Details

• Internal ID: 35754733-4b2c-414b-8af2-68a8c9a7c95e
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: (2S,3S)-2-[(14R)-14-hydroxypentadecyl]-4-methylidene-5-oxooxolane-3-carboxylic acid
• SMILES (Canonical): CC(CCCCCCCCCCCCCC1C(C(=C)C(=O)O1)C(=O)O)O
• SMILES (Isomeric): C[C@H](CCCCCCCCCCCCC[C@H]1[C@H](C(=C)C(=O)O1)C(=O)O)O
• InChI: InChI=1S/C21H36O5/c1-16(22)14-12-10-8-6-4-3-5-7-9-11-13-15-18-19(20(23)24)17(2)21(25)26-18/h16,18-19,22H,2-15H2,1H3,(H,23,24)/t16-,18+,19+/m1/s1
• InChI Key: UYUDMGMNHAKPEV-NEWSRXKRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₅
• Molecular Weight: 368.50 g/mol
• Exact Mass: 368.25627424 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 4.62
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9433	94.33%
Caco-2	-	0.7634	76.34%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7655	76.55%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.9239	92.39%
OATP1B3 inhibitior	+	0.9366	93.66%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7820	78.20%
BSEP inhibitior	-	0.9345	93.45%
P-glycoprotein inhibitior	-	0.6369	63.69%
P-glycoprotein substrate	-	0.8971	89.71%
CYP3A4 substrate	+	0.5258	52.58%
CYP2C9 substrate	-	0.6079	60.79%
CYP2D6 substrate	-	0.8900	89.00%
CYP3A4 inhibition	-	0.7391	73.91%
CYP2C9 inhibition	-	0.9065	90.65%
CYP2C19 inhibition	-	0.8093	80.93%
CYP2D6 inhibition	-	0.9293	92.93%
CYP1A2 inhibition	-	0.7689	76.89%
CYP2C8 inhibition	-	0.9720	97.20%
CYP inhibitory promiscuity	-	0.9508	95.08%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9328	93.28%
Carcinogenicity (trinary)	Non-required	0.6609	66.09%
Eye corrosion	-	0.9780	97.80%
Eye irritation	-	0.6205	62.05%
Skin irritation	+	0.5255	52.55%
Skin corrosion	-	0.9034	90.34%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5908	59.08%
skin sensitisation	-	0.8519	85.19%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5078	50.78%
Acute Oral Toxicity (c)	III	0.5280	52.80%
Estrogen receptor binding	+	0.6213	62.13%
Androgen receptor binding	-	0.5242	52.42%
Thyroid receptor binding	-	0.5083	50.83%
Glucocorticoid receptor binding	+	0.5528	55.28%
Aromatase binding	-	0.5961	59.61%
PPAR gamma	+	0.6812	68.12%
Honey bee toxicity	-	0.9237	92.37%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6376	63.76%
Fish aquatic toxicity	+	0.9884	98.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.63%	83.82%
CHEMBL2581	P07339	Cathepsin D	93.90%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.69%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.98%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.29%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.21%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.53%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.82%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.74%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.51%	95.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.53%	97.29%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.38%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	82.38%	90.17%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.18%	85.31%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.05%	100.00%

Plants that contains it

• Haplophyllum acutifolium

Cross-Links

• PubChem: 101047266
• LOTUS: LTS0258179
• wikiData: Q104998264