Abrusoside C

Details

• Internal ID: 8654bf03-0162-4ce5-ad43-5ca449357e02
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (1S,3R,6S,7S,8R,11S,12S,15R,16R)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-7,12,16-trimethyl-15-[(1S)-1-[(2S)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-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)CO)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)CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C
• InChI: InChI=1S/C42H64O15/c1-19-6-7-22(53-34(19)50)20(2)21-10-12-39(4)25-8-9-26-40(5,37(51)52)27(11-13-41(26)18-42(25,41)15-14-38(21,39)3)56-36-33(31(48)29(46)24(17-44)55-36)57-35-32(49)30(47)28(45)23(16-43)54-35/h6,20-33,35-36,43-49H,7-18H2,1-5H3,(H,51,52)/t20-,21+,22-,23+,24+,25-,26-,27-,28+,29+,30-,31-,32+,33+,35-,36-,38+,39-,40-,41+,42-/m0/s1
• InChI Key: NISBQKZXGCOUOU-UNEPLQKGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₄O₁₅
• Molecular Weight: 808.90 g/mol
• Exact Mass: 808.42452133 g/mol
• Topological Polar Surface Area (TPSA): 242.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 1.40
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

• CHEMBL503532

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6594	65.94%
Caco-2	-	0.8860	88.60%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7932	79.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8163	81.63%
OATP1B3 inhibitior	+	0.8933	89.33%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6298	62.98%
BSEP inhibitior	+	0.9054	90.54%
P-glycoprotein inhibitior	+	0.7614	76.14%
P-glycoprotein substrate	-	0.5642	56.42%
CYP3A4 substrate	+	0.7094	70.94%
CYP2C9 substrate	-	0.8085	80.85%
CYP2D6 substrate	-	0.8924	89.24%
CYP3A4 inhibition	-	0.9348	93.48%
CYP2C9 inhibition	-	0.8103	81.03%
CYP2C19 inhibition	-	0.8923	89.23%
CYP2D6 inhibition	-	0.9482	94.82%
CYP1A2 inhibition	-	0.8585	85.85%
CYP2C8 inhibition	+	0.6456	64.56%
CYP inhibitory promiscuity	-	0.9305	93.05%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6804	68.04%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9123	91.23%
Skin irritation	-	0.5895	58.95%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8001	80.01%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7209	72.09%
skin sensitisation	-	0.9122	91.22%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6214	62.14%
Acute Oral Toxicity (c)	I	0.5925	59.25%
Estrogen receptor binding	+	0.7878	78.78%
Androgen receptor binding	+	0.7580	75.80%
Thyroid receptor binding	-	0.6210	62.10%
Glucocorticoid receptor binding	+	0.6646	66.46%
Aromatase binding	+	0.6308	63.08%
PPAR gamma	+	0.7390	73.90%
Honey bee toxicity	-	0.7278	72.78%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9669	96.69%

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	98.04%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.77%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.85%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.58%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.07%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.38%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.25%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.22%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.91%	94.45%
CHEMBL4208	P20618	Proteasome component C5	86.79%	90.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.99%	90.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.98%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.88%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.05%	93.56%
CHEMBL1937	Q92769	Histone deacetylase 2	83.98%	94.75%
CHEMBL5028	O14672	ADAM10	83.05%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.37%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.13%	97.14%
CHEMBL220	P22303	Acetylcholinesterase	82.12%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.58%	91.07%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.38%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.06%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.96%	96.21%
CHEMBL5255	O00206	Toll-like receptor 4	80.19%	92.50%

Plants that contains it

• Abrus precatorius

Cross-Links

• PubChem: 14488060
• NPASS: NPC98125