Pleionin A

Details

• Internal ID: 512a48f0-3330-47a4-8c50-43ed5952e49e
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: (4S)-3-[(4R)-6-hydroxy-4-methoxy-3,4-dihydro-2H-chromen-3-yl]-4-methoxy-3,4-dihydro-2H-chromen-6-ol
• SMILES (Canonical): COC1C(COC2=C1C=C(C=C2)O)C3COC4=C(C3OC)C=C(C=C4)O
• SMILES (Isomeric): CO[C@@H]1C(COC2=C1C=C(C=C2)O)C3COC4=C([C@H]3OC)C=C(C=C4)O
• InChI: InChI=1S/C20H22O6/c1-23-19-13-7-11(21)3-5-17(13)25-9-15(19)16-10-26-18-6-4-12(22)8-14(18)20(16)24-2/h3-8,15-16,19-22H,9-10H2,1-2H3/t15?,16?,19-,20+
• InChI Key: LYWCCZPPJCEHSB-BIUPVWIKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.14163842 g/mol
• Topological Polar Surface Area (TPSA): 77.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9533	95.33%
Caco-2	+	0.7444	74.44%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8535	85.35%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9111	91.11%
OATP1B3 inhibitior	+	0.9656	96.56%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7903	79.03%
P-glycoprotein inhibitior	-	0.4854	48.54%
P-glycoprotein substrate	-	0.8224	82.24%
CYP3A4 substrate	-	0.5182	51.82%
CYP2C9 substrate	-	0.7850	78.50%
CYP2D6 substrate	+	0.4564	45.64%
CYP3A4 inhibition	-	0.5953	59.53%
CYP2C9 inhibition	+	0.5348	53.48%
CYP2C19 inhibition	+	0.7679	76.79%
CYP2D6 inhibition	-	0.8047	80.47%
CYP1A2 inhibition	+	0.5870	58.70%
CYP2C8 inhibition	+	0.5334	53.34%
CYP inhibitory promiscuity	+	0.8014	80.14%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.6048	60.48%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.7322	73.22%
Skin irritation	-	0.8193	81.93%
Skin corrosion	-	0.9668	96.68%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8930	89.30%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.6303	63.03%
skin sensitisation	-	0.8867	88.67%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7226	72.26%
Acute Oral Toxicity (c)	III	0.7152	71.52%
Estrogen receptor binding	+	0.7613	76.13%
Androgen receptor binding	+	0.8147	81.47%
Thyroid receptor binding	+	0.6820	68.20%
Glucocorticoid receptor binding	+	0.7170	71.70%
Aromatase binding	-	0.5822	58.22%
PPAR gamma	-	0.5690	56.90%
Honey bee toxicity	-	0.8306	83.06%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9166	91.66%

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	97.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.86%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.93%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.10%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.82%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.20%	89.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.37%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	82.99%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.87%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.74%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.44%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.70%	95.89%

Plants that contains it

• Pleione bulbocodioides

Cross-Links

• PubChem: 102062197
• NPASS: NPC284710
• LOTUS: LTS0193192
• wikiData: Q105159636