Methylenebisdesaspidinol

Details

• Internal ID: fa5dfefe-40eb-41e5-b78d-9f99da8677f0
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 1-[3-[(3-butanoyl-2,4-dihydroxy-6-methoxyphenyl)methyl]-2,6-dihydroxy-4-methoxyphenyl]butan-1-one
• SMILES (Canonical): CCCC(=O)C1=C(C(=C(C=C1O)OC)CC2=C(C=C(C(=C2O)C(=O)CCC)O)OC)O
• SMILES (Isomeric): CCCC(=O)C1=C(C(=C(C=C1O)OC)CC2=C(C=C(C(=C2O)C(=O)CCC)O)OC)O
• InChI: InChI=1S/C23H28O8/c1-5-7-14(24)20-16(26)10-18(30-3)12(22(20)28)9-13-19(31-4)11-17(27)21(23(13)29)15(25)8-6-2/h10-11,26-29H,5-9H2,1-4H3
• InChI Key: WSMJKCGZGMHNMV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈O₈
• Molecular Weight: 432.50 g/mol
• Exact Mass: 432.17841785 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.08
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 10

Synonyms

• WSMJKCGZGMHNMV-UHFFFAOYSA-N
• 1-[3-(3-Butyryl-2,4-dihydroxy-6-methoxybenzyl)-2,6-dihydroxy-4-methoxyphenyl]-1-butanone #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9402	94.02%
Caco-2	+	0.4945	49.45%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8844	88.44%
OATP2B1 inhibitior	-	0.5682	56.82%
OATP1B1 inhibitior	+	0.7581	75.81%
OATP1B3 inhibitior	+	0.8543	85.43%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8905	89.05%
P-glycoprotein inhibitior	-	0.5356	53.56%
P-glycoprotein substrate	-	0.7731	77.31%
CYP3A4 substrate	-	0.5747	57.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7801	78.01%
CYP3A4 inhibition	-	0.5902	59.02%
CYP2C9 inhibition	-	0.5291	52.91%
CYP2C19 inhibition	+	0.5645	56.45%
CYP2D6 inhibition	-	0.6859	68.59%
CYP1A2 inhibition	+	0.7657	76.57%
CYP2C8 inhibition	+	0.5268	52.68%
CYP inhibitory promiscuity	-	0.5101	51.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7877	78.77%
Carcinogenicity (trinary)	Non-required	0.7084	70.84%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.6814	68.14%
Skin irritation	-	0.8433	84.33%
Skin corrosion	-	0.8840	88.40%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3961	39.61%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8862	88.62%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.5936	59.36%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8560	85.60%
Acute Oral Toxicity (c)	III	0.6139	61.39%
Estrogen receptor binding	+	0.8511	85.11%
Androgen receptor binding	-	0.5397	53.97%
Thyroid receptor binding	+	0.5532	55.32%
Glucocorticoid receptor binding	+	0.7725	77.25%
Aromatase binding	+	0.7919	79.19%
PPAR gamma	+	0.6063	60.63%
Honey bee toxicity	-	0.9174	91.74%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5649	56.49%
Fish aquatic toxicity	+	0.9803	98.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.93%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.65%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.87%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.88%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.94%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.09%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.57%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	83.68%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.31%	96.00%
CHEMBL4208	P20618	Proteasome component C5	83.06%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.95%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.88%	94.00%
CHEMBL2535	P11166	Glucose transporter	80.23%	98.75%

Plants that contains it

• Dryopteris expansa

Cross-Links

• PubChem: 613973
• LOTUS: LTS0065978
• wikiData: Q105311957