Alliofuroside A

Details

• Internal ID: af080333-166f-4c96-988d-8193861ac895
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 2-[2-[[6,16-dihydroxy-7,9,13-trimethyl-6-[3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-14-yl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)O)OC6C(C(C(CO6)O)O)OC7C(C(C(C(O7)C)O)O)O)C)C)OC1(CCC(C)COC8C(C(C(C(O8)CO)O)O)O)O
• SMILES (Isomeric): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)O)OC6C(C(C(CO6)O)O)OC7C(C(C(C(O7)C)O)O)O)C)C)OC1(CCC(C)COC8C(C(C(C(O8)CO)O)O)O)O
• InChI: InChI=1S/C44H72O18/c1-18(16-56-39-36(53)35(52)33(50)28(15-45)59-39)8-11-44(55)19(2)30-27(62-44)14-25-23-7-6-21-12-22(46)13-29(43(21,5)24(23)9-10-42(25,30)4)60-41-38(32(49)26(47)17-57-41)61-40-37(54)34(51)31(48)20(3)58-40/h6,18-20,22-41,45-55H,7-17H2,1-5H3
• InChI Key: HWYCRLFVQVFKPD-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₂O₁₈
• Molecular Weight: 889.00 g/mol
• Exact Mass: 888.47186544 g/mol
• Topological Polar Surface Area (TPSA): 287.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.22
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 11

Synonyms

• Alliofuroside A
• CHEBI:184050
• 2-[2-[[6,16-dihydroxy-7,9,13-trimethyl-6-[3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-14-yl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7571	75.71%
Caco-2	-	0.8897	88.97%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8531	85.31%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.6993	69.93%
P-glycoprotein inhibitior	+	0.7377	73.77%
P-glycoprotein substrate	+	0.7105	71.05%
CYP3A4 substrate	+	0.7578	75.78%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8336	83.36%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9234	92.34%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.9102	91.02%
CYP2C8 inhibition	+	0.7439	74.39%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9114	91.14%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.7878	78.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7895	78.95%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7445	74.45%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9211	92.11%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.8259	82.59%
Androgen receptor binding	+	0.7116	71.16%
Thyroid receptor binding	-	0.5598	55.98%
Glucocorticoid receptor binding	+	0.6360	63.60%
Aromatase binding	+	0.6692	66.92%
PPAR gamma	+	0.7647	76.47%
Honey bee toxicity	-	0.5848	58.48%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9176	91.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	98.81%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.24%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.20%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.09%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.55%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.39%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.29%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	92.08%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.07%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.40%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.11%	98.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.49%	92.86%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.04%	96.61%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.23%	93.56%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.45%	92.88%
CHEMBL242	Q92731	Estrogen receptor beta	86.57%	98.35%
CHEMBL1937	Q92769	Histone deacetylase 2	85.44%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.22%	94.45%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	85.20%	98.46%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.74%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	83.32%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.07%	97.14%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.98%	92.78%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.84%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.42%	95.89%
CHEMBL4581	P52732	Kinesin-like protein 1	81.52%	93.18%
CHEMBL2360	P00492	Hypoxanthine-guanine phosphoribosyltransferase	81.36%	87.38%
CHEMBL1914	P06276	Butyrylcholinesterase	81.20%	95.00%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	81.01%	95.00%
CHEMBL5028	O14672	ADAM10	80.36%	97.50%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	80.23%	95.00%

Plants that contains it

• Allium cepa
• Ruscus colchicus

Cross-Links

• PubChem: 4979367
• LOTUS: LTS0044846
• wikiData: Q105034868