Abrusoside E

Details

• Internal ID: d9eb5568-14bc-4c68-9b0a-723a30b2b91a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(1S,3R,6S,7R,8R,11S,12S,15R,16R)-7-carboxy-7,12,16-trimethyl-15-[(1S)-1-[(2S)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1=CCC(OC1=O)C(C)C2CCC3(C2(CCC45C3CCC6C4(C5)CCC(C6(C)C(=O)O)OC7C(C(C(C(O7)C(=O)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C
• SMILES (Isomeric): CC1=CC[C@H](OC1=O)[C@@H](C)[C@H]2CC[C@@]3([C@@]2(CC[C@]45[C@H]3CC[C@@H]6[C@]4(C5)CC[C@@H]([C@]6(C)C(=O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C
• InChI: InChI=1S/C42H62O16/c1-18-6-7-21(54-34(18)51)19(2)20-10-12-39(4)23-8-9-24-40(5,37(52)53)25(11-13-41(24)17-42(23,41)15-14-38(20,39)3)56-36-32(29(47)28(46)31(57-36)33(49)50)58-35-30(48)27(45)26(44)22(16-43)55-35/h6,19-32,35-36,43-48H,7-17H2,1-5H3,(H,49,50)(H,52,53)/t19-,20+,21-,22+,23-,24-,25-,26+,27-,28-,29-,30+,31-,32+,35-,36+,38+,39-,40+,41+,42-/m0/s1
• InChI Key: HMQKXUDOQSFWTG-PMVVDJGJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₂O₁₆
• Molecular Weight: 822.90 g/mol
• Exact Mass: 822.40378589 g/mol
• Topological Polar Surface Area (TPSA): 259.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7489	74.89%
Caco-2	-	0.8831	88.31%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7996	79.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8179	81.79%
OATP1B3 inhibitior	+	0.8927	89.27%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6079	60.79%
BSEP inhibitior	+	0.9067	90.67%
P-glycoprotein inhibitior	+	0.7600	76.00%
P-glycoprotein substrate	-	0.5240	52.40%
CYP3A4 substrate	+	0.7166	71.66%
CYP2C9 substrate	-	0.8085	80.85%
CYP2D6 substrate	-	0.8924	89.24%
CYP3A4 inhibition	-	0.9105	91.05%
CYP2C9 inhibition	-	0.7745	77.45%
CYP2C19 inhibition	-	0.9090	90.90%
CYP2D6 inhibition	-	0.9494	94.94%
CYP1A2 inhibition	-	0.8417	84.17%
CYP2C8 inhibition	+	0.7181	71.81%
CYP inhibitory promiscuity	-	0.9122	91.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6937	69.37%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9102	91.02%
Skin irritation	-	0.5386	53.86%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7273	72.73%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7209	72.09%
skin sensitisation	-	0.9142	91.42%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7144	71.44%
Acute Oral Toxicity (c)	I	0.4920	49.20%
Estrogen receptor binding	+	0.7918	79.18%
Androgen receptor binding	+	0.7545	75.45%
Thyroid receptor binding	-	0.6140	61.40%
Glucocorticoid receptor binding	+	0.7228	72.28%
Aromatase binding	+	0.6510	65.10%
PPAR gamma	+	0.7646	76.46%
Honey bee toxicity	-	0.7143	71.43%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9734	97.34%

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	97.65%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.51%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.58%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.55%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.40%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.02%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.38%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.49%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.89%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	87.38%	90.17%
CHEMBL4208	P20618	Proteasome component C5	85.98%	90.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.91%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.88%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	84.51%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.93%	93.56%
CHEMBL1951	P21397	Monoamine oxidase A	83.45%	91.49%
CHEMBL5028	O14672	ADAM10	83.05%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.81%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.04%	97.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.38%	96.61%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.24%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.90%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.75%	96.47%
CHEMBL5255	O00206	Toll-like receptor 4	80.19%	92.50%

Plants that contains it

• Abrus precatorius

Cross-Links

• PubChem: 101616458
• NPASS: NPC285507
• LOTUS: LTS0176850
• wikiData: Q105030635