Alborixin

Details

• Internal ID: 6bf52aa4-3c72-4de9-88e7-580cd63a8125
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (2R)-2-[(2S,3S,5R,6S)-6-[(2R,3S)-3-[(2R,5S,6R)-6-[[(2R,3S,5R,6R)-6-[(R)-[(2S,5S)-5-[(2R,3R,5S)-5-[(2R,5R,6S)-6-ethyl-5-hydroxy-5-methyloxan-2-yl]-2-hydroxy-3,5-dimethyloxolan-2-yl]-5-methyloxolan-2-yl]-hydroxymethyl]-6-hydroxy-3,5-dimethyloxan-2-yl]methyl]-6-hydroxy-5-methyloxan-2-yl]-2-hydroxybutyl]-3,5-dimethyloxan-2-yl]propanoic acid
• SMILES (Canonical): CCC1C(CCC(O1)C2(CC(C(O2)(C3(CCC(O3)C(C4(C(CC(C(O4)CC5(C(CCC(O5)C(C)C(CC6C(CC(C(O6)C(C)C(=O)O)C)C)O)C)O)C)C)O)O)C)O)C)C)(C)O
• SMILES (Isomeric): CC[C@H]1[C@](CC[C@@H](O1)[C@@]2(C[C@H]([C@@](O2)([C@@]3(CC[C@H](O3)[C@H]([C@]4([C@@H](C[C@@H]([C@H](O4)C[C@@]5([C@H](CC[C@@H](O5)[C@@H](C)[C@@H](C[C@H]6[C@@H](C[C@@H]([C@H](O6)[C@@H](C)C(=O)O)C)C)O)C)O)C)C)O)O)C)O)C)C)(C)O
• InChI: InChI=1S/C48H84O14/c1-13-38-43(10,53)18-17-39(58-38)44(11)23-30(7)48(56,62-44)45(12)19-16-35(59-45)41(50)47(55)29(6)21-26(3)37(61-47)24-46(54)28(5)14-15-34(60-46)31(8)33(49)22-36-25(2)20-27(4)40(57-36)32(9)42(51)52/h25-41,49-50,53-56H,13-24H2,1-12H3,(H,51,52)/t25-,26+,27+,28+,29-,30-,31+,32-,33-,34-,35+,36+,37-,38+,39-,40+,41-,43-,44+,45+,46-,47-,48-/m1/s1
• InChI Key: WWDHGOLBPBWCNJ-GXXSWWTOSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₈₄O₁₄
• Molecular Weight: 885.20 g/mol
• Exact Mass: 884.58610735 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.68
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 13

Synonyms

• Antibiotic S 14750A
• 57760-36-8
• 0I21L1W8NY
• (2R)-2-[(2S,3S,5R,6S)-6-[(2R,3S)-3-[(2R,5S,6R)-6-[[(2R,3S,5R,6R)-6-[(R)-[(2S,5S)-5-[(2R,3R,5S)-5-[(2R,5R,6S)-6-ethyl-5-hydroxy-5-methyloxan-2-yl]-2-hydroxy-3,5-dimethyloxolan-2-yl]-5-methyloxolan-2-yl]-hydroxymethyl]-6-hydroxy-3,5-dimethyloxan-2-yl]methyl]-6-hydroxy-5-methyloxan-2-yl]-2-hydroxybutyl]-3,5-dimethyloxan-2-yl]propanoic acid
• UNII-0I21L1W8NY
• ALBORIXIN [MI]
• SCHEMBL2480082
• CHEBI:77940
• DTXSID701035449
• Q27147545

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8936	89.36%
Caco-2	-	0.8780	87.80%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8103	81.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8244	82.44%
OATP1B3 inhibitior	-	0.2637	26.37%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6907	69.07%
P-glycoprotein inhibitior	+	0.7578	75.78%
P-glycoprotein substrate	+	0.7093	70.93%
CYP3A4 substrate	+	0.7260	72.60%
CYP2C9 substrate	-	0.6021	60.21%
CYP2D6 substrate	-	0.8801	88.01%
CYP3A4 inhibition	-	0.6958	69.58%
CYP2C9 inhibition	-	0.8679	86.79%
CYP2C19 inhibition	-	0.8424	84.24%
CYP2D6 inhibition	-	0.9533	95.33%
CYP1A2 inhibition	-	0.9089	90.89%
CYP2C8 inhibition	+	0.7453	74.53%
CYP inhibitory promiscuity	-	0.9483	94.83%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6287	62.87%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9055	90.55%
Skin irritation	-	0.5516	55.16%
Skin corrosion	-	0.9076	90.76%
Ames mutagenesis	-	0.5491	54.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.7176	71.76%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5718	57.18%
skin sensitisation	-	0.8845	88.45%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4834	48.34%
Acute Oral Toxicity (c)	II	0.4635	46.35%
Estrogen receptor binding	+	0.7859	78.59%
Androgen receptor binding	+	0.7455	74.55%
Thyroid receptor binding	-	0.5265	52.65%
Glucocorticoid receptor binding	+	0.7867	78.67%
Aromatase binding	+	0.6652	66.52%
PPAR gamma	+	0.7981	79.81%
Honey bee toxicity	-	0.7017	70.17%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9548	95.48%

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	99.11%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	98.28%	90.17%
CHEMBL2094135	Q96BI3	Gamma-secretase	95.35%	98.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.70%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.44%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.57%	96.38%
CHEMBL2581	P07339	Cathepsin D	92.72%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	91.60%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.59%	89.00%
CHEMBL206	P03372	Estrogen receptor alpha	89.32%	97.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.33%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.16%	96.47%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.64%	96.95%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	87.32%	92.29%
CHEMBL340	P08684	Cytochrome P450 3A4	86.75%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.24%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.17%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.11%	100.00%
CHEMBL204	P00734	Thrombin	85.00%	96.01%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.96%	95.58%
CHEMBL226	P30542	Adenosine A1 receptor	83.99%	95.93%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.92%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.21%	99.23%
CHEMBL3837	P07711	Cathepsin L	83.04%	96.61%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.77%	89.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.37%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.06%	85.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.36%	93.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.29%	96.21%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.81%	100.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.59%	98.33%
CHEMBL2514	O95665	Neurotensin receptor 2	80.17%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73359
• LOTUS: LTS0232908
• wikiData: Q27147545