Isomucronulatol

Details

• Internal ID: 1d4c71c4-96a9-428e-ad8c-3abfa0130c05
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 4-O-methylated isoflavonoids
• IUPAC Name: 3-(2-hydroxy-3,4-dimethoxyphenyl)-3,4-dihydro-2H-chromen-7-ol
• SMILES (Canonical): COC1=C(C(=C(C=C1)C2CC3=C(C=C(C=C3)O)OC2)O)OC
• SMILES (Isomeric): COC1=C(C(=C(C=C1)C2CC3=C(C=C(C=C3)O)OC2)O)OC
• InChI: InChI=1S/C17H18O5/c1-20-14-6-5-13(16(19)17(14)21-2)11-7-10-3-4-12(18)8-15(10)22-9-11/h3-6,8,11,18-19H,7,9H2,1-2H3
• InChI Key: NQRBAPDEZYMKFL-UHFFFAOYSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₅
• Molecular Weight: 302.32 g/mol
• Exact Mass: 302.11542367 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.83
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 52250-35-8
• 7,2'-Dihydroxy-3',4'-dimethoxyisoflavan
• 3-(2-hydroxy-3,4-dimethoxyphenyl)-3,4-dihydro-2H-chromen-7-ol
• 2H-1-Benzopyran-7-ol, 3,4-dihydro-3-(2-hydroxy-3,4-dimethoxyphenyl)-
• 2',7-dihydroxy-3',4'-dimethoxyisoflavan
• Isomucronuratol
• Astraisoflavan
• DL-Isomucronulatol
• (?)-Isomucronuratol
• DTXSID30345153
• CHEBI:169277
• NQRBAPDEZYMKFL-UHFFFAOYSA-N
• CCA25035
• HY-N2495
• LMPK12080033
• MFCD27968612
• AKOS030530354
• NCGC00384753-01
• 73353-84-1
• AC-34623
• MS-24357
• CS-0022766
• FT-0775775
• FT-0777084
• 3-(2-hydroxy-3,4-dimethoxyphenyl)chroman-7-ol
• 3-(2-Hydroxy-3,4-dimethoxyphenyl)-7-chromanol #
• 3-(2-hydroxy-3,4-dimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol
• NCGC00384753-01_C17H18O5_3-(2-Hydroxy-3,4-dimethoxyphenyl)-7-chromanol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9231	92.31%
Caco-2	+	0.7944	79.44%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8146	81.46%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9245	92.45%
OATP1B3 inhibitior	+	0.9778	97.78%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5565	55.65%
P-glycoprotein inhibitior	-	0.7418	74.18%
P-glycoprotein substrate	-	0.5279	52.79%
CYP3A4 substrate	+	0.5766	57.66%
CYP2C9 substrate	-	0.6025	60.25%
CYP2D6 substrate	+	0.5974	59.74%
CYP3A4 inhibition	-	0.6871	68.71%
CYP2C9 inhibition	+	0.8128	81.28%
CYP2C19 inhibition	+	0.8661	86.61%
CYP2D6 inhibition	-	0.6539	65.39%
CYP1A2 inhibition	+	0.7784	77.84%
CYP2C8 inhibition	+	0.7327	73.27%
CYP inhibitory promiscuity	+	0.8061	80.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6563	65.63%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.6277	62.77%
Skin irritation	-	0.7776	77.76%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4852	48.52%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9263	92.63%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8303	83.03%
Acute Oral Toxicity (c)	III	0.5835	58.35%
Estrogen receptor binding	+	0.7294	72.94%
Androgen receptor binding	+	0.6256	62.56%
Thyroid receptor binding	+	0.7456	74.56%
Glucocorticoid receptor binding	+	0.6259	62.59%
Aromatase binding	-	0.5641	56.41%
PPAR gamma	-	0.4875	48.75%
Honey bee toxicity	-	0.8796	87.96%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5951	59.51%
Fish aquatic toxicity	+	0.9005	90.05%

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	96.73%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.39%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.14%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.99%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.18%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.65%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.36%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.43%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.36%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.25%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.34%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.07%	89.62%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.93%	89.05%
CHEMBL2535	P11166	Glucose transporter	82.21%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.15%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.60%	100.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.08%	94.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.68%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.56%	91.19%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.51%	95.78%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.46%	82.67%
CHEMBL217	P14416	Dopamine D2 receptor	80.06%	95.62%

Plants that contains it

• Astragalus mongholicus
• Centrolobium sclerophyllum
• Colutea arborescens
• Oxytropis falcata
• Polygonatum kingianum
• Robinia pseudoacacia
• Sphaerophysa salsula
• Wisteria brachybotrys

Cross-Links

• PubChem: 602152
• NPASS: NPC239368
• LOTUS: LTS0200115
• wikiData: Q72466604