Chaenorrhinoside

Details

• Internal ID: f0ea7f31-0ba3-4aca-8381-ae5962155dbd
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (5S,6R)-6-hydroxy-7-methylidene-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6-dihydrocyclopenta[c]pyran-1-one
• SMILES (Canonical): C=C1C(C(C2=C1C(=O)OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O
• SMILES (Isomeric): C=C1[C@H]([C@H](C2=C1C(=O)OC=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
• InChI: InChI=1S/C15H18O9/c1-5-8-6(2-3-22-14(8)21)13(9(5)17)24-15-12(20)11(19)10(18)7(4-16)23-15/h2-3,7,9-13,15-20H,1,4H2/t7-,9-,10-,11+,12-,13+,15+/m1/s1
• InChI Key: LDXOVBQGKFTZBZ-HQOSZKHYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₉
• Molecular Weight: 342.30 g/mol
• Exact Mass: 342.09508215 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -2.11
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7240	72.40%
Caco-2	-	0.9236	92.36%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5840	58.40%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.8892	88.92%
OATP1B3 inhibitior	+	0.9569	95.69%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9520	95.20%
P-glycoprotein inhibitior	-	0.8737	87.37%
P-glycoprotein substrate	-	0.9221	92.21%
CYP3A4 substrate	+	0.5489	54.89%
CYP2C9 substrate	-	0.8128	81.28%
CYP2D6 substrate	-	0.8674	86.74%
CYP3A4 inhibition	-	0.8017	80.17%
CYP2C9 inhibition	-	0.7874	78.74%
CYP2C19 inhibition	-	0.6382	63.82%
CYP2D6 inhibition	-	0.8351	83.51%
CYP1A2 inhibition	-	0.7773	77.73%
CYP2C8 inhibition	-	0.6461	64.61%
CYP inhibitory promiscuity	-	0.5467	54.67%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7282	72.82%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.8902	89.02%
Skin irritation	-	0.7640	76.40%
Skin corrosion	-	0.9496	94.96%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6447	64.47%
Micronuclear	+	0.5133	51.33%
Hepatotoxicity	-	0.5672	56.72%
skin sensitisation	-	0.7365	73.65%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5734	57.34%
Acute Oral Toxicity (c)	III	0.4156	41.56%
Estrogen receptor binding	+	0.6239	62.39%
Androgen receptor binding	-	0.5411	54.11%
Thyroid receptor binding	-	0.5673	56.73%
Glucocorticoid receptor binding	-	0.4860	48.60%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6752	67.52%
Honey bee toxicity	-	0.7597	75.97%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.9363	93.63%

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	96.92%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.34%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.36%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.04%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.68%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.47%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.01%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.66%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.57%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.36%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.21%	95.56%

Plants that contains it

• Antirrhinum majus

Cross-Links

• PubChem: 15736680
• LOTUS: LTS0038306
• wikiData: Q104664487