Lucuminic acid

Details

• Internal ID: d5009cf0-7cce-4cd4-994d-2e7f52b778f3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2-phenyl-2-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyacetic acid
• InChI: InChI=1S/C19H26O12/c20-9-6-28-18(14(24)11(9)21)29-7-10-12(22)13(23)15(25)19(30-10)31-16(17(26)27)8-4-2-1-3-5-8/h1-5,9-16,18-25H,6-7H2,(H,26,27)
• InChI Key: DUZCTLMSDUOYAW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₁₂
• Molecular Weight: 446.40 g/mol
• Exact Mass: 446.14242626 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -2.91
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

• CHEBI:168248
• 2-phenyl-2-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyacetic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8791	87.91%
Caco-2	-	0.8877	88.77%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7688	76.88%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.9219	92.19%
OATP1B3 inhibitior	+	0.9129	91.29%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8712	87.12%
P-glycoprotein inhibitior	-	0.8049	80.49%
P-glycoprotein substrate	-	0.8984	89.84%
CYP3A4 substrate	+	0.5313	53.13%
CYP2C9 substrate	+	0.5931	59.31%
CYP2D6 substrate	-	0.8755	87.55%
CYP3A4 inhibition	-	0.9466	94.66%
CYP2C9 inhibition	-	0.9621	96.21%
CYP2C19 inhibition	-	0.9464	94.64%
CYP2D6 inhibition	-	0.9336	93.36%
CYP1A2 inhibition	-	0.9621	96.21%
CYP2C8 inhibition	-	0.8530	85.30%
CYP inhibitory promiscuity	-	0.9521	95.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7047	70.47%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9182	91.82%
Skin irritation	-	0.8578	85.78%
Skin corrosion	-	0.9729	97.29%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4346	43.46%
Micronuclear	-	0.6526	65.26%
Hepatotoxicity	-	0.7425	74.25%
skin sensitisation	-	0.9106	91.06%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.9271	92.71%
Acute Oral Toxicity (c)	III	0.5912	59.12%
Estrogen receptor binding	+	0.5990	59.90%
Androgen receptor binding	-	0.6505	65.05%
Thyroid receptor binding	+	0.6045	60.45%
Glucocorticoid receptor binding	-	0.7138	71.38%
Aromatase binding	+	0.5642	56.42%
PPAR gamma	+	0.7293	72.93%
Honey bee toxicity	-	0.8164	81.64%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	-	0.4469	44.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.11%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.51%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	88.60%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.78%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.88%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.11%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.96%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.08%	96.61%
CHEMBL5028	O14672	ADAM10	82.97%	97.50%
CHEMBL4040	P28482	MAP kinase ERK2	82.55%	83.82%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.26%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.16%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.29%	99.17%

Plants that contains it

• Pouteria sapota

Cross-Links

• PubChem: 85260329
• LOTUS: LTS0170833
• wikiData: Q104989735