Davisioside

Details

• Internal ID: 8a036e96-ff76-402f-8685-47d12c18997e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: [(1S,4aR,5S,7aS)-5-hydroxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,4a,5,7a-hexahydrocyclopenta[c]pyran-7-yl]methyl benzoate
• SMILES (Canonical): C1COC(C2C1C(C=C2COC(=O)C3=CC=CC=C3)O)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): C1CO[C@H]([C@H]2[C@@H]1[C@@H](C=C2COC(=O)C3=CC=CC=C3)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C22H28O10/c23-9-15-17(25)18(26)19(27)22(31-15)32-21-16-12(8-14(24)13(16)6-7-29-21)10-30-20(28)11-4-2-1-3-5-11/h1-5,8,13-19,21-27H,6-7,9-10H2/t13-,14+,15+,16+,17+,18-,19+,21-,22-/m0/s1
• InChI Key: JWZUXOUZLUWWEO-QNAXTHAFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₁₀
• Molecular Weight: 452.50 g/mol
• Exact Mass: 452.16824709 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.06
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.9072	90.72%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7711	77.11%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.8803	88.03%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6390	63.90%
P-glycoprotein inhibitior	-	0.7115	71.15%
P-glycoprotein substrate	-	0.8131	81.31%
CYP3A4 substrate	+	0.6145	61.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8402	84.02%
CYP3A4 inhibition	-	0.9419	94.19%
CYP2C9 inhibition	-	0.8863	88.63%
CYP2C19 inhibition	-	0.7684	76.84%
CYP2D6 inhibition	-	0.8475	84.75%
CYP1A2 inhibition	-	0.7945	79.45%
CYP2C8 inhibition	+	0.6217	62.17%
CYP inhibitory promiscuity	-	0.7948	79.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7028	70.28%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9423	94.23%
Skin irritation	-	0.8136	81.36%
Skin corrosion	-	0.9664	96.64%
Ames mutagenesis	-	0.6661	66.61%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8526	85.26%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.5620	56.20%
Acute Oral Toxicity (c)	III	0.4284	42.84%
Estrogen receptor binding	+	0.6541	65.41%
Androgen receptor binding	+	0.5664	56.64%
Thyroid receptor binding	-	0.5260	52.60%
Glucocorticoid receptor binding	-	0.7503	75.03%
Aromatase binding	+	0.6967	69.67%
PPAR gamma	+	0.6877	68.77%
Honey bee toxicity	-	0.8061	80.61%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	0.7624	76.24%

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	93.79%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.52%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.30%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.90%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.13%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.22%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.65%	95.56%
CHEMBL5028	O14672	ADAM10	82.26%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.56%	89.00%
CHEMBL3891	P07384	Calpain 1	80.94%	93.04%
CHEMBL226	P30542	Adenosine A1 receptor	80.04%	95.93%

Plants that contains it

• Globularia davisiana
• Globularia dumulosa

Cross-Links

• PubChem: 10928498
• NPASS: NPC195939
• LOTUS: LTS0244752
• wikiData: Q105136474