Chalcomoracin

Details

• Internal ID: dbfc2544-5990-41be-8bab-6260077d95c9
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: [2-[2,6-dihydroxy-4-(6-hydroxy-1-benzofuran-2-yl)phenyl]-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-en-1-yl]-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]methanone
• SMILES (Canonical): CC1=CC(C(C(C1)C2=C(C=C(C=C2)O)O)C(=O)C3=C(C(=C(C=C3)O)CC=C(C)C)O)C4=C(C=C(C=C4O)C5=CC6=C(O5)C=C(C=C6)O)O
• SMILES (Isomeric): CC1=CC(C(C(C1)C2=C(C=C(C=C2)O)O)C(=O)C3=C(C(=C(C=C3)O)CC=C(C)C)O)C4=C(C=C(C=C4O)C5=CC6=C(O5)C=C(C=C6)O)O
• InChI: InChI=1S/C39H36O9/c1-19(2)4-8-26-30(42)11-10-27(38(26)46)39(47)36-28(25-9-7-23(40)17-31(25)43)12-20(3)13-29(36)37-32(44)14-22(15-33(37)45)34-16-21-5-6-24(41)18-35(21)48-34/h4-7,9-11,13-18,28-29,36,40-46H,8,12H2,1-3H3
• InChI Key: SEHVRKPXIDOTRX-UHFFFAOYSA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₃₆O₉
• Molecular Weight: 648.70 g/mol
• Exact Mass: 648.23593272 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 7.90
• Atomic LogP (AlogP): 8.26
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

• 76472-89-4
• [2-[2,6-dihydroxy-4-(6-hydroxy-1-benzofuran-2-yl)phenyl]-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-en-1-yl]-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]methanone
• SCHEMBL16363524
• CHEBI:178143
• NSC-356890
• (+)-[2-[2,6-Dihydroxy-4-(6-hydroxybenzofuran-2-yl)phenyl]-6-(2,4-dihydroxyphenyl)-4-methyl-3-cyclohexen-1-yl][2,4-dihydroxy-3-(3-methyl-2-buten-1-yl)phenyl]methanone
• [2-[2,6-dihydroxy-4-(6-hydroxy-1-benzouran-2-yl)phenyl]-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-en-1-yl]-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]methanone
• 2-(6-{[2,4-dihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]carbonyl}-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl)-5-(6-hydroxy-1-benzofuran-2-yl)benzene-1,3-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	-	0.8669	86.69%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6797	67.97%
OATP2B1 inhibitior	+	0.7165	71.65%
OATP1B1 inhibitior	+	0.8401	84.01%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9185	91.85%
P-glycoprotein inhibitior	+	0.7642	76.42%
P-glycoprotein substrate	+	0.7404	74.04%
CYP3A4 substrate	+	0.6944	69.44%
CYP2C9 substrate	+	0.7956	79.56%
CYP2D6 substrate	-	0.8313	83.13%
CYP3A4 inhibition	-	0.5254	52.54%
CYP2C9 inhibition	+	0.9032	90.32%
CYP2C19 inhibition	+	0.8723	87.23%
CYP2D6 inhibition	-	0.6922	69.22%
CYP1A2 inhibition	+	0.9268	92.68%
CYP2C8 inhibition	+	0.8338	83.38%
CYP inhibitory promiscuity	+	0.9744	97.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5372	53.72%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.8974	89.74%
Skin irritation	-	0.7448	74.48%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9198	91.98%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5458	54.58%
skin sensitisation	-	0.7359	73.59%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.9300	93.00%
Acute Oral Toxicity (c)	III	0.3908	39.08%
Estrogen receptor binding	+	0.8606	86.06%
Androgen receptor binding	+	0.8255	82.55%
Thyroid receptor binding	+	0.6475	64.75%
Glucocorticoid receptor binding	+	0.8211	82.11%
Aromatase binding	+	0.5315	53.15%
PPAR gamma	+	0.7458	74.58%
Honey bee toxicity	-	0.7714	77.14%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	1.0000	100.00%

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%
CHEMBL2581	P07339	Cathepsin D	98.57%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.43%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.37%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.72%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.42%	89.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	91.10%	91.38%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.78%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	90.36%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.27%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.91%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.60%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.50%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.37%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.46%	97.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.24%	94.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.06%	85.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.72%	93.56%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.98%	85.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.49%	95.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.48%	100.00%

Plants that contains it

• Morus alba
• Morus indica
• Morus mongolica
• Morus notabilis
• Sorocea bonplandii
• Sorocea guilleminiana
• Sorocea muriculata

Cross-Links

• PubChem: 434768
• NPASS: NPC7630
• LOTUS: LTS0105224
• wikiData: Q104403243