Pierreione B

Details

• Internal ID: c38a6d99-1ec2-4886-8205-860ee887071b
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 6-prenylated isoflavanones
• IUPAC Name: 7-[4-[(2R)-2,3-dihydroxy-3-methylbutoxy]-3-methoxyphenyl]-2,2-dimethylpyrano[3,2-g]chromen-6-one
• SMILES (Canonical): CC1(C=CC2=CC3=C(C=C2O1)OC=C(C3=O)C4=CC(=C(C=C4)OCC(C(C)(C)O)O)OC)C
• SMILES (Isomeric): CC1(C=CC2=CC3=C(C=C2O1)OC=C(C3=O)C4=CC(=C(C=C4)OC[C@H](C(C)(C)O)O)OC)C
• InChI: InChI=1S/C26H28O7/c1-25(2)9-8-16-10-17-21(12-20(16)33-25)31-13-18(24(17)28)15-6-7-19(22(11-15)30-5)32-14-23(27)26(3,4)29/h6-13,23,27,29H,14H2,1-5H3/t23-/m1/s1
• InChI Key: RDXLWAJRBPKMPD-HSZRJFAPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₇
• Molecular Weight: 452.50 g/mol
• Exact Mass: 452.18350323 g/mol
• Topological Polar Surface Area (TPSA): 94.40 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 4.16
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• 1292766-21-2
• CHEBI:68048
• CHEMBL1773673
• DTXSID801108928
• 7-[4-[(2R)-2,3-dihydroxy-3-methylbutoxy]-3-methoxyphenyl]-2,2-dimethylpyrano[3,2-g]chromen-6-one
• HY-N3065
• AKOS032961802
• CS-0023142
• Q27136544
• 3'-methoxy-4'-(2R,3-dihydroxy-3-methylbutoxyl)-3'',3''-dimethylpyrano-(6,7)-isoflavone
• 2H,6H-Benzo[1,2-b:5,4-b']dipyran-6-one, 7-[4-[(2R)-2,3-dihydroxy-3-methylbutoxy]-3-methoxyphenyl]-2,2-dimethyl-
• 7-(4-{[(2R)-2,3-dihydroxy-3-methylbutyl]oxy}-3-methoxyphenyl)-2,2-dimethyl-2H,6H-pyrano[3,2-g]chromen-6-one
• 7-[4-[(2R)-2,3-Dihydroxy-3-methylbutoxy]-3-methoxyphenyl]-2,2-dimethyl-2H,6H-benzo[1,2-b:5,4-b']dipyran-6-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	-	0.6699	66.99%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7652	76.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9037	90.37%
OATP1B3 inhibitior	+	0.8954	89.54%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9595	95.95%
P-glycoprotein inhibitior	+	0.8290	82.90%
P-glycoprotein substrate	+	0.6331	63.31%
CYP3A4 substrate	+	0.6823	68.23%
CYP2C9 substrate	-	0.8207	82.07%
CYP2D6 substrate	-	0.8050	80.50%
CYP3A4 inhibition	-	0.8424	84.24%
CYP2C9 inhibition	-	0.8597	85.97%
CYP2C19 inhibition	-	0.6672	66.72%
CYP2D6 inhibition	-	0.8711	87.11%
CYP1A2 inhibition	-	0.6304	63.04%
CYP2C8 inhibition	+	0.7913	79.13%
CYP inhibitory promiscuity	-	0.8277	82.77%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6647	66.47%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9407	94.07%
Skin irritation	-	0.8075	80.75%
Skin corrosion	-	0.9429	94.29%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7640	76.40%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	-	0.5748	57.48%
skin sensitisation	-	0.8302	83.02%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8271	82.71%
Acute Oral Toxicity (c)	III	0.6183	61.83%
Estrogen receptor binding	+	0.8500	85.00%
Androgen receptor binding	+	0.7864	78.64%
Thyroid receptor binding	+	0.7598	75.98%
Glucocorticoid receptor binding	+	0.8788	87.88%
Aromatase binding	+	0.6689	66.89%
PPAR gamma	+	0.8635	86.35%
Honey bee toxicity	-	0.7786	77.86%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9451	94.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.97%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.68%	85.14%
CHEMBL4302	P08183	P-glycoprotein 1	96.76%	92.98%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.34%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.30%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.31%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.02%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.50%	94.00%
CHEMBL5747	Q92793	CREB-binding protein	90.65%	95.12%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.58%	99.17%
CHEMBL1937	Q92769	Histone deacetylase 2	89.27%	94.75%
CHEMBL1907	P15144	Aminopeptidase N	88.41%	93.31%
CHEMBL213	P08588	Beta-1 adrenergic receptor	87.96%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.09%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.91%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	86.35%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.79%	96.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.34%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.09%	95.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.92%	89.50%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	84.65%	85.00%
CHEMBL4040	P28482	MAP kinase ERK2	84.55%	83.82%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.43%	100.00%
CHEMBL2535	P11166	Glucose transporter	83.81%	98.75%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.79%	95.78%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.36%	96.77%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	82.52%	92.38%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.69%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.11%	86.92%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.07%	95.53%

Plants that contains it

• Antheroporum pierrei

Cross-Links

• PubChem: 52951514
• LOTUS: LTS0007724
• wikiData: Q105380709