Purshianin

Details

• Internal ID: 2c4c8f48-122c-4986-a7ab-76fb6555e137
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2E)-2-[(4S,6S)-4-hydroxy-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohex-2-en-1-ylidene]acetonitrile
• SMILES (Canonical): C1C(C=CC(=CC#N)C1OC2C(C(C(C(O2)CO)O)O)O)O
• SMILES (Isomeric): C1[C@@H](C=C/C(=C\C#N)/[C@H]1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O
• InChI: InChI=1S/C14H19NO7/c15-4-3-7-1-2-8(17)5-9(7)21-14-13(20)12(19)11(18)10(6-16)22-14/h1-3,8-14,16-20H,5-6H2/b7-3+/t8-,9+,10-,11-,12+,13-,14-/m1/s1
• InChI Key: UTHVFIKQCUKKQW-CGAAFMNDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₉NO₇
• Molecular Weight: 313.30 g/mol
• Exact Mass: 313.11615195 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -2.06
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• AKOS040735630
• 162990-70-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8040	80.40%
Caco-2	-	0.8598	85.98%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5993	59.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8785	87.85%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9782	97.82%
P-glycoprotein inhibitior	-	0.8967	89.67%
P-glycoprotein substrate	-	0.9265	92.65%
CYP3A4 substrate	+	0.5542	55.42%
CYP2C9 substrate	-	0.8044	80.44%
CYP2D6 substrate	-	0.8303	83.03%
CYP3A4 inhibition	-	0.8560	85.60%
CYP2C9 inhibition	-	0.8767	87.67%
CYP2C19 inhibition	-	0.8392	83.92%
CYP2D6 inhibition	-	0.8947	89.47%
CYP1A2 inhibition	-	0.8824	88.24%
CYP2C8 inhibition	-	0.6797	67.97%
CYP inhibitory promiscuity	-	0.7297	72.97%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7386	73.86%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9833	98.33%
Skin irritation	-	0.8288	82.88%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4296	42.96%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7287	72.87%
skin sensitisation	-	0.8607	86.07%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.5857	58.57%
Acute Oral Toxicity (c)	III	0.5456	54.56%
Estrogen receptor binding	-	0.5996	59.96%
Androgen receptor binding	-	0.7238	72.38%
Thyroid receptor binding	-	0.5157	51.57%
Glucocorticoid receptor binding	+	0.5424	54.24%
Aromatase binding	-	0.5314	53.14%
PPAR gamma	-	0.5457	54.57%
Honey bee toxicity	-	0.5856	58.56%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.7722	77.22%

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	98.38%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.52%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.07%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.90%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.82%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.03%	86.92%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.29%	95.83%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.03%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.64%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.24%	95.89%
CHEMBL3589	P55263	Adenosine kinase	81.71%	98.05%

Plants that contains it

• Purshia tridentata

Cross-Links

• PubChem: 10358198
• LOTUS: LTS0001031
• wikiData: Q105278781