Paralycolin A

Details

• Internal ID: 1079d090-2372-4c0f-bcd1-2bdd7d817aff
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (6S)-10,10-dimethyl-6-prop-1-en-2-yl-5,6-dihydronaphtho[2,1-g]chromene-3,4,7-triol
• SMILES (Canonical): CC(=C)C1CC2=C(C=CC(=C2O)O)C3=CC4=C(C=CC(O4)(C)C)C(=C13)O
• SMILES (Isomeric): CC(=C)[C@@H]1CC2=C(C=CC(=C2O)O)C3=CC4=C(C=CC(O4)(C)C)C(=C13)O
• InChI: InChI=1S/C22H22O4/c1-11(2)14-9-16-12(5-6-17(23)20(16)24)15-10-18-13(21(25)19(14)15)7-8-22(3,4)26-18/h5-8,10,14,23-25H,1,9H2,2-4H3/t14-/m0/s1
• InChI Key: XPJMASVUCPNANE-AWEZNQCLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₄
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.15180918 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.87
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9689	96.89%
Caco-2	-	0.5515	55.15%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5799	57.99%
OATP2B1 inhibitior	-	0.5716	57.16%
OATP1B1 inhibitior	+	0.8955	89.55%
OATP1B3 inhibitior	+	0.9769	97.69%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9174	91.74%
P-glycoprotein inhibitior	-	0.7181	71.81%
P-glycoprotein substrate	+	0.5388	53.88%
CYP3A4 substrate	+	0.6152	61.52%
CYP2C9 substrate	+	0.5928	59.28%
CYP2D6 substrate	+	0.3469	34.69%
CYP3A4 inhibition	-	0.8412	84.12%
CYP2C9 inhibition	+	0.6879	68.79%
CYP2C19 inhibition	+	0.7878	78.78%
CYP2D6 inhibition	-	0.7614	76.14%
CYP1A2 inhibition	+	0.6363	63.63%
CYP2C8 inhibition	+	0.5272	52.72%
CYP inhibitory promiscuity	+	0.5830	58.30%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6733	67.33%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.6508	65.08%
Skin irritation	-	0.7044	70.44%
Skin corrosion	-	0.8583	85.83%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4919	49.19%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.5811	58.11%
skin sensitisation	-	0.6787	67.87%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6797	67.97%
Acute Oral Toxicity (c)	III	0.6315	63.15%
Estrogen receptor binding	+	0.8414	84.14%
Androgen receptor binding	+	0.6643	66.43%
Thyroid receptor binding	+	0.7645	76.45%
Glucocorticoid receptor binding	+	0.8939	89.39%
Aromatase binding	+	0.6077	60.77%
PPAR gamma	+	0.7501	75.01%
Honey bee toxicity	-	0.8214	82.14%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9961	99.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.95%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.84%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.59%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.68%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.08%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.32%	95.89%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.49%	85.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.07%	99.15%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.98%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.90%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.83%	93.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.70%	92.94%
CHEMBL4208	P20618	Proteasome component C5	81.10%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.38%	86.33%

Plants that contains it

• Clusia paralicola

Cross-Links

• PubChem: 102441753
• LOTUS: LTS0240317
• wikiData: Q105338483