Portuloside A

Details

• Internal ID: 2599943d-7301-4b79-96f4-58c24f3a541f
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 2,6-dimethyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyocta-1,7-dien-3-one
• InChI: InChI=1S/C16H26O7/c1-5-16(4,7-6-10(18)9(2)3)23-15-14(21)13(20)12(19)11(8-17)22-15/h5,11-15,17,19-21H,1-2,6-8H2,3-4H3
• InChI Key: NERFSSPHKJBXKV-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₇
• Molecular Weight: 330.37 g/mol
• Exact Mass: 330.16785316 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.33
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5541	55.41%
Caco-2	-	0.7855	78.55%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8490	84.90%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8830	88.30%
OATP1B3 inhibitior	+	0.9044	90.44%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.7346	73.46%
BSEP inhibitior	-	0.8354	83.54%
P-glycoprotein inhibitior	-	0.8976	89.76%
P-glycoprotein substrate	-	0.9219	92.19%
CYP3A4 substrate	+	0.5647	56.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8678	86.78%
CYP3A4 inhibition	-	0.8438	84.38%
CYP2C9 inhibition	-	0.7969	79.69%
CYP2C19 inhibition	-	0.8328	83.28%
CYP2D6 inhibition	-	0.9214	92.14%
CYP1A2 inhibition	-	0.7986	79.86%
CYP2C8 inhibition	-	0.7856	78.56%
CYP inhibitory promiscuity	-	0.8981	89.81%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7177	71.77%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9754	97.54%
Skin irritation	-	0.6855	68.55%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5839	58.39%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6442	64.42%
skin sensitisation	-	0.8033	80.33%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6450	64.50%
Estrogen receptor binding	-	0.5722	57.22%
Androgen receptor binding	-	0.5374	53.74%
Thyroid receptor binding	-	0.4915	49.15%
Glucocorticoid receptor binding	+	0.5412	54.12%
Aromatase binding	+	0.5495	54.95%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.6976	69.76%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.8231	82.31%

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	96.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.87%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.19%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.48%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.37%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.44%	94.73%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.65%	91.24%
CHEMBL4040	P28482	MAP kinase ERK2	85.01%	83.82%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.22%	94.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.86%	98.75%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.46%	97.36%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.33%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.23%	86.33%

Plants that contains it

• Portulaca oleracea

Cross-Links

• PubChem: 73814991
• LOTUS: LTS0014563
• wikiData: Q105178129