Perusicaoside A

Details

• Internal ID: ea4afbab-8b14-4b1e-8df5-35886251a290
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-[[(1S,2R,4aS,6R,8aR)-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-2-hydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methoxy]chromen-2-one
• SMILES (Canonical): CC1(C2CCC(C(C2(CCC1OC3C(C(C(C(O3)CO)O)O)OC4C(C(C(C(O4)CO)O)O)O)C)COC5=CC6=C(C=C5)C=CC(=O)O6)(C)O)C
• SMILES (Isomeric): C[C@@]12CC[C@H](C([C@H]1CC[C@@]([C@@H]2COC3=CC4=C(C=C3)C=CC(=O)O4)(C)O)(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C36H52O15/c1-34(2)22-9-12-36(4,45)23(16-46-18-7-5-17-6-8-25(39)47-19(17)13-18)35(22,3)11-10-24(34)50-33-31(29(43)27(41)21(15-38)49-33)51-32-30(44)28(42)26(40)20(14-37)48-32/h5-8,13,20-24,26-33,37-38,40-45H,9-12,14-16H2,1-4H3/t20-,21-,22-,23-,24-,26-,27-,28+,29+,30-,31-,32+,33+,35-,36-/m1/s1
• InChI Key: OFLXEMCIQLXHKB-HKPFAVOZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₂O₁₅
• Molecular Weight: 724.80 g/mol
• Exact Mass: 724.33062095 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): -0.22
• H-Bond Acceptor: 15
• 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	+	0.6843	68.43%
Caco-2	-	0.8765	87.65%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7833	78.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8068	80.68%
OATP1B3 inhibitior	+	0.8078	80.78%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9518	95.18%
P-glycoprotein inhibitior	+	0.7130	71.30%
P-glycoprotein substrate	-	0.7158	71.58%
CYP3A4 substrate	+	0.7120	71.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8562	85.62%
CYP3A4 inhibition	-	0.8606	86.06%
CYP2C9 inhibition	-	0.8876	88.76%
CYP2C19 inhibition	-	0.8557	85.57%
CYP2D6 inhibition	-	0.9512	95.12%
CYP1A2 inhibition	-	0.8048	80.48%
CYP2C8 inhibition	+	0.5738	57.38%
CYP inhibitory promiscuity	-	0.9714	97.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6700	67.00%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9171	91.71%
Skin irritation	-	0.7671	76.71%
Skin corrosion	-	0.9587	95.87%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8396	83.96%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7975	79.75%
skin sensitisation	-	0.9307	93.07%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.9206	92.06%
Acute Oral Toxicity (c)	III	0.5396	53.96%
Estrogen receptor binding	+	0.7748	77.48%
Androgen receptor binding	+	0.7403	74.03%
Thyroid receptor binding	-	0.5358	53.58%
Glucocorticoid receptor binding	+	0.6801	68.01%
Aromatase binding	+	0.6722	67.22%
PPAR gamma	+	0.7181	71.81%
Honey bee toxicity	-	0.7031	70.31%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.9710	97.10%

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	99.37%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.33%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.72%	94.00%
CHEMBL220	P22303	Acetylcholinesterase	95.63%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.41%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.87%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.08%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.17%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	88.82%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.77%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.22%	96.21%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.07%	95.83%
CHEMBL4208	P20618	Proteasome component C5	86.72%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.99%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.94%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	85.67%	94.75%
CHEMBL2243	O00519	Anandamide amidohydrolase	85.20%	97.53%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.08%	92.62%
CHEMBL3524	P56524	Histone deacetylase 4	83.78%	92.97%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.39%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.02%	100.00%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	82.84%	85.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.60%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.44%	93.04%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.73%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.47%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	80.26%	95.93%

Plants that contains it

• Ferula persica

Cross-Links

• PubChem: 101840038
• LOTUS: LTS0252817
• wikiData: Q105191226