Alpigenoside

Details

• Internal ID: 3792751e-40e2-4978-808b-fba6acc1c1cd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: methyl (2S,3S,4S)-3-[(1S)-1-hydroxyethyl]-4-(2-methoxy-2-oxoethyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
• SMILES (Canonical): CC(C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)OC)O
• SMILES (Isomeric): C[C@@H]([C@@H]1[C@@H](C(=CO[C@H]1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(=O)OC)CC(=O)OC)O
• InChI: InChI=1S/C18H28O12/c1-7(20)12-8(4-11(21)26-2)9(16(25)27-3)6-28-17(12)30-18-15(24)14(23)13(22)10(5-19)29-18/h6-8,10,12-15,17-20,22-24H,4-5H2,1-3H3/t7-,8+,10+,12+,13+,14-,15+,17-,18-/m0/s1
• InChI Key: PIJWCPNNZULZBH-GRYWMYPUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₈O₁₂
• Molecular Weight: 436.40 g/mol
• Exact Mass: 436.15807632 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -2.61
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

• DTXSID801317836
• 79916-78-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6886	68.86%
Caco-2	-	0.8480	84.80%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7162	71.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7601	76.01%
OATP1B3 inhibitior	+	0.9225	92.25%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9045	90.45%
P-glycoprotein inhibitior	-	0.7650	76.50%
P-glycoprotein substrate	-	0.7346	73.46%
CYP3A4 substrate	+	0.5989	59.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8885	88.85%
CYP3A4 inhibition	-	0.9168	91.68%
CYP2C9 inhibition	-	0.8890	88.90%
CYP2C19 inhibition	-	0.9016	90.16%
CYP2D6 inhibition	-	0.9044	90.44%
CYP1A2 inhibition	-	0.9196	91.96%
CYP2C8 inhibition	-	0.7193	71.93%
CYP inhibitory promiscuity	-	0.8998	89.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7225	72.25%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9423	94.23%
Skin irritation	-	0.7881	78.81%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5757	57.57%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8894	88.94%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.5556	55.56%
Acute Oral Toxicity (c)	III	0.6228	62.28%
Estrogen receptor binding	+	0.6009	60.09%
Androgen receptor binding	-	0.5508	55.08%
Thyroid receptor binding	-	0.5917	59.17%
Glucocorticoid receptor binding	-	0.5701	57.01%
Aromatase binding	-	0.4880	48.80%
PPAR gamma	-	0.5158	51.58%
Honey bee toxicity	-	0.8436	84.36%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8900	89.00%
Fish aquatic toxicity	+	0.6673	66.73%

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	97.64%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.90%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.60%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.53%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.28%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.92%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.41%	86.92%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.25%	91.24%
CHEMBL5028	O14672	ADAM10	81.17%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.67%	100.00%

Plants that contains it

• Isertia haenkeana
• Lonicera alpigena
• Sarracenia alata

Cross-Links

• PubChem: 101590300
• LOTUS: LTS0143067
• wikiData: Q105209562