Aucubigenin-1-O-beta-serotinoside

Details

• Internal ID: 8a506277-9759-44b9-9de9-5e64f5e0e702
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: (2S,3S,4R,5R,6S)-6-[[(4aS,7aR)-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-2-[[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol
• InChI: InChI=1S/C20H30O13/c21-5-9-2-1-8-3-4-29-17(11(8)9)32-19-15(26)13(24)16(27)20(28,33-19)7-31-18-14(25)12(23)10(22)6-30-18/h2-4,8,10-19,21-28H,1,5-7H2/t8-,10+,11+,12-,13+,14+,15+,16-,17?,18+,19-,20-/m0/s1
• InChI Key: WYUZVJUXYRHMNQ-ULTSAYJWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₁₃
• Molecular Weight: 478.40 g/mol
• Exact Mass: 478.16864101 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: -4.80
• Atomic LogP (AlogP): -3.99
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

• 79127-31-4
• beta-D-Glucopyranoside, 1,4a,5,7a-tetrahydro-5-hydroxy-7-(hydroxymethyl)cyclopenta(c)pyran-1-yl 6-O-alpha-D-xylopyranosyl-, (1S-(1alpha,4aalpha,5alpha,7aalpha))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7346	73.46%
Caco-2	-	0.8860	88.60%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6338	63.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9016	90.16%
OATP1B3 inhibitior	+	0.9557	95.57%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8342	83.42%
P-glycoprotein inhibitior	-	0.7532	75.32%
P-glycoprotein substrate	-	0.5908	59.08%
CYP3A4 substrate	+	0.6359	63.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8230	82.30%
CYP3A4 inhibition	-	0.9518	95.18%
CYP2C9 inhibition	-	0.9360	93.60%
CYP2C19 inhibition	-	0.8055	80.55%
CYP2D6 inhibition	-	0.8844	88.44%
CYP1A2 inhibition	-	0.8882	88.82%
CYP2C8 inhibition	+	0.4537	45.37%
CYP inhibitory promiscuity	-	0.9132	91.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6734	67.34%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9489	94.89%
Skin irritation	-	0.7950	79.50%
Skin corrosion	-	0.9571	95.71%
Ames mutagenesis	+	0.6363	63.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7824	78.24%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8876	88.76%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6160	61.60%
Acute Oral Toxicity (c)	III	0.3622	36.22%
Estrogen receptor binding	+	0.5614	56.14%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5149	51.49%
Glucocorticoid receptor binding	-	0.5984	59.84%
Aromatase binding	+	0.7369	73.69%
PPAR gamma	+	0.6184	61.84%
Honey bee toxicity	-	0.7783	77.83%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.6865	68.65%

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	98.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.18%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.32%	97.09%
CHEMBL230	P35354	Cyclooxygenase-2	90.86%	89.63%
CHEMBL226	P30542	Adenosine A1 receptor	86.64%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.31%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.33%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.31%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.58%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.35%	86.92%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.34%	95.50%

Plants that contains it

• Odontites vernus

Cross-Links

• PubChem: 157480
• LOTUS: LTS0133139
• wikiData: Q105322747