Phlorigidoside C

Details

• Internal ID: 317b3024-4f9b-4264-be3f-87e06a5a4a0d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: methyl (1S,2R,4S,5S,6S,10S)-5-hydroxy-2-methyl-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-ene-7-carboxylate
• SMILES (Canonical): CC12C3C(C(C1O2)O)C(=COC3OC4C(C(C(C(O4)CO)O)O)O)C(=O)OC
• SMILES (Isomeric): C[C@@]12[C@@H]3[C@H]([C@@H]([C@@H]1O2)O)C(=CO[C@H]3O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C(=O)OC
• InChI: InChI=1S/C17H24O11/c1-17-8-7(10(20)13(17)28-17)5(14(23)24-2)4-25-15(8)27-16-12(22)11(21)9(19)6(3-18)26-16/h4,6-13,15-16,18-22H,3H2,1-2H3/t6-,7-,8-,9-,10+,11+,12-,13+,15+,16+,17-/m1/s1
• InChI Key: VZRXACBYBGKGNQ-GNDDPXJISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₁₁
• Molecular Weight: 404.40 g/mol
• Exact Mass: 404.13186158 g/mol
• Topological Polar Surface Area (TPSA): 168.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -3.02
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

• CHEMBL2048531

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6316	63.16%
Caco-2	-	0.8420	84.20%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.6887	68.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7406	74.06%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9198	91.98%
P-glycoprotein inhibitior	-	0.8412	84.12%
P-glycoprotein substrate	-	0.7524	75.24%
CYP3A4 substrate	+	0.6389	63.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8719	87.19%
CYP3A4 inhibition	-	0.9146	91.46%
CYP2C9 inhibition	-	0.9011	90.11%
CYP2C19 inhibition	-	0.8566	85.66%
CYP2D6 inhibition	-	0.9048	90.48%
CYP1A2 inhibition	-	0.8833	88.33%
CYP2C8 inhibition	-	0.5921	59.21%
CYP inhibitory promiscuity	-	0.7602	76.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6775	67.75%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.9479	94.79%
Skin irritation	-	0.7435	74.35%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	-	0.5537	55.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6016	60.16%
Micronuclear	-	0.6141	61.41%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8210	82.10%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.8083	80.83%
Acute Oral Toxicity (c)	I	0.4185	41.85%
Estrogen receptor binding	+	0.5913	59.13%
Androgen receptor binding	+	0.5466	54.66%
Thyroid receptor binding	+	0.5206	52.06%
Glucocorticoid receptor binding	-	0.5660	56.60%
Aromatase binding	+	0.5423	54.23%
PPAR gamma	-	0.4895	48.95%
Honey bee toxicity	-	0.7765	77.65%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.5165	51.65%

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	96.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.55%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.78%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.80%	99.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.83%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	82.35%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.63%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.17%	86.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.61%	96.90%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.01%	89.00%

Plants that contains it

• Phlomis rigida
• Phlomis spinidens
• Phlomoides rotata
• Phlomoides tuberosa

Cross-Links

• PubChem: 70686276
• NPASS: NPC162927
• LOTUS: LTS0077376
• wikiData: Q105299950