Phlorigidoside A

Details

• Internal ID: 52712ae1-7c12-445c-abc8-5473934eb248
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: methyl (1S,4aS,5S,6S,7R,7aS)-1-[(2S,3R,4S,5S,6R)-3-acetyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6,7-trihydroxy-7-methyl-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate
• InChI: InChI=1S/C19H28O13/c1-6(21)30-14-13(24)11(22)8(4-20)31-18(14)32-17-10-9(7(5-29-17)16(26)28-3)12(23)15(25)19(10,2)27/h5,8-15,17-18,20,22-25,27H,4H2,1-3H3/t8-,9-,10-,11-,12+,13+,14-,15+,17+,18+,19-/m1/s1
• InChI Key: NPSNYEVBZIRVFW-FXYXNRIXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₁₃
• Molecular Weight: 464.40 g/mol
• Exact Mass: 464.15299094 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: -3.00
• Atomic LogP (AlogP): -3.49
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5752	57.52%
Caco-2	-	0.8586	85.86%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6976	69.76%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.7153	71.53%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8767	87.67%
P-glycoprotein inhibitior	-	0.6698	66.98%
P-glycoprotein substrate	-	0.7072	70.72%
CYP3A4 substrate	+	0.6499	64.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8904	89.04%
CYP3A4 inhibition	-	0.9175	91.75%
CYP2C9 inhibition	-	0.9119	91.19%
CYP2C19 inhibition	-	0.9053	90.53%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	-	0.9210	92.10%
CYP2C8 inhibition	-	0.6640	66.40%
CYP inhibitory promiscuity	-	0.8401	84.01%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6290	62.90%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9334	93.34%
Skin irritation	-	0.7250	72.50%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	-	0.5237	52.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6069	60.69%
Micronuclear	-	0.5841	58.41%
Hepatotoxicity	-	0.6848	68.48%
skin sensitisation	-	0.8659	86.59%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7183	71.83%
Acute Oral Toxicity (c)	III	0.4778	47.78%
Estrogen receptor binding	+	0.6902	69.02%
Androgen receptor binding	-	0.5240	52.40%
Thyroid receptor binding	-	0.5261	52.61%
Glucocorticoid receptor binding	-	0.5715	57.15%
Aromatase binding	+	0.5418	54.18%
PPAR gamma	-	0.5873	58.73%
Honey bee toxicity	-	0.7729	77.29%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	-	0.4230	42.30%

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	97.94%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.22%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.49%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	90.22%	94.73%
CHEMBL4208	P20618	Proteasome component C5	85.96%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.47%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	84.75%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.65%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.08%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.98%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.69%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.31%	96.95%

Plants that contains it

• Phlomis rigida

Cross-Links

• PubChem: 102237726
• LOTUS: LTS0160749
• wikiData: Q105183371