Hydroxycnidimoside A

Details

• Internal ID: d062d379-dff9-4814-822a-530c37e90919
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 5,7-dihydroxy-2-(hydroxymethyl)-6-[(Z)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybut-2-enyl]chromen-4-one
• SMILES (Canonical): CC(=CCC1=C(C2=C(C=C1O)OC(=CC2=O)CO)O)COC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): C/C(=C/CC1=C(C2=C(C=C1O)OC(=CC2=O)CO)O)/CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C21H26O11/c1-9(8-30-21-20(29)19(28)18(27)15(7-23)32-21)2-3-11-12(24)5-14-16(17(11)26)13(25)4-10(6-22)31-14/h2,4-5,15,18-24,26-29H,3,6-8H2,1H3/b9-2-/t15-,18-,19+,20-,21-/m1/s1
• InChI Key: LUZUSWOXTSQZHB-LFHWQXBLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₁₁
• Molecular Weight: 454.40 g/mol
• Exact Mass: 454.14751164 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.00
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

• CHEMBL2087921
• 5,7-dihydroxy-2-(hydroxymethyl)-6-[(Z)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybut-2-enyl]chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7649	76.49%
Caco-2	-	0.8636	86.36%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6568	65.68%
OATP2B1 inhibitior	-	0.5737	57.37%
OATP1B1 inhibitior	+	0.8496	84.96%
OATP1B3 inhibitior	+	0.9550	95.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6524	65.24%
P-glycoprotein inhibitior	-	0.6250	62.50%
P-glycoprotein substrate	-	0.7407	74.07%
CYP3A4 substrate	+	0.6057	60.57%
CYP2C9 substrate	-	0.6532	65.32%
CYP2D6 substrate	-	0.8528	85.28%
CYP3A4 inhibition	-	0.9406	94.06%
CYP2C9 inhibition	-	0.8727	87.27%
CYP2C19 inhibition	-	0.7017	70.17%
CYP2D6 inhibition	-	0.8380	83.80%
CYP1A2 inhibition	-	0.6827	68.27%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.6603	66.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6870	68.70%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9364	93.64%
Skin irritation	-	0.7886	78.86%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	+	0.6363	63.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.4551	45.51%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.8091	80.91%
skin sensitisation	-	0.8370	83.70%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9016	90.16%
Acute Oral Toxicity (c)	III	0.5485	54.85%
Estrogen receptor binding	+	0.8354	83.54%
Androgen receptor binding	+	0.7089	70.89%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6127	61.27%
Aromatase binding	+	0.6129	61.29%
PPAR gamma	+	0.8003	80.03%
Honey bee toxicity	-	0.7043	70.43%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9898	98.98%

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	99.78%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	95.60%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.84%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.71%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	93.54%	89.34%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	91.25%	97.88%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.02%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.23%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.06%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.45%	95.56%
CHEMBL3194	P02766	Transthyretin	87.36%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.64%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.67%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.59%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	84.06%	91.49%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.07%	97.36%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.88%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.69%	96.00%

Plants that contains it

• Cnidium monnieri

Cross-Links

• PubChem: 70689051
• NPASS: NPC211158