[(2R,3S)-4-acetyloxy-2,3-bis[(4-acetyloxy-3-methoxyphenyl)methyl]butyl] acetate

Details

• Internal ID: 23c6208f-616a-467f-9ab3-d78eaf4a01dd
• Taxonomy: Lignans, neolignans and related compounds > Dibenzylbutane lignans
• IUPAC Name: [(2R,3S)-4-acetyloxy-2,3-bis[(4-acetyloxy-3-methoxyphenyl)methyl]butyl] acetate
• SMILES (Canonical): CC(=O)OCC(CC1=CC(=C(C=C1)OC(=O)C)OC)C(CC2=CC(=C(C=C2)OC(=O)C)OC)COC(=O)C
• SMILES (Isomeric): CC(=O)OC[C@@H](CC1=CC(=C(C=C1)OC(=O)C)OC)[C@@H](CC2=CC(=C(C=C2)OC(=O)C)OC)COC(=O)C
• InChI: InChI=1S/C28H34O10/c1-17(29)35-15-23(11-21-7-9-25(37-19(3)31)27(13-21)33-5)24(16-36-18(2)30)12-22-8-10-26(38-20(4)32)28(14-22)34-6/h7-10,13-14,23-24H,11-12,15-16H2,1-6H3/t23-,24+
• InChI Key: APTNLHJOYOLQJB-PSWAGMNNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₄O₁₀
• Molecular Weight: 530.60 g/mol
• Exact Mass: 530.21519728 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	-	0.5792	57.92%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.9131	91.31%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9132	91.32%
OATP1B3 inhibitior	+	0.9228	92.28%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9818	98.18%
P-glycoprotein inhibitior	+	0.9181	91.81%
P-glycoprotein substrate	-	0.6884	68.84%
CYP3A4 substrate	-	0.5210	52.10%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	-	0.8064	80.64%
CYP3A4 inhibition	-	0.5811	58.11%
CYP2C9 inhibition	+	0.6066	60.66%
CYP2C19 inhibition	+	0.6941	69.41%
CYP2D6 inhibition	-	0.9013	90.13%
CYP1A2 inhibition	+	0.6900	69.00%
CYP2C8 inhibition	+	0.4722	47.22%
CYP inhibitory promiscuity	+	0.5514	55.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7191	71.91%
Carcinogenicity (trinary)	Non-required	0.6129	61.29%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.8916	89.16%
Skin irritation	-	0.9123	91.23%
Skin corrosion	-	0.9891	98.91%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8617	86.17%
Micronuclear	-	0.6693	66.93%
Hepatotoxicity	-	0.6466	64.66%
skin sensitisation	-	0.8971	89.71%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5758	57.58%
Mitochondrial toxicity	-	0.9250	92.50%
Nephrotoxicity	-	0.6796	67.96%
Acute Oral Toxicity (c)	III	0.7253	72.53%
Estrogen receptor binding	+	0.8278	82.78%
Androgen receptor binding	+	0.6925	69.25%
Thyroid receptor binding	+	0.6100	61.00%
Glucocorticoid receptor binding	+	0.8668	86.68%
Aromatase binding	-	0.4946	49.46%
PPAR gamma	+	0.5693	56.93%
Honey bee toxicity	-	0.7605	76.05%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.9970	99.70%

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	97.37%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.37%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.65%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.56%	94.45%
CHEMBL2535	P11166	Glucose transporter	90.47%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	89.97%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.70%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.58%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.85%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.85%	96.95%

Plants that contains it

• Pinus taeda

Cross-Links

• PubChem: 101932966
• LOTUS: LTS0265080
• wikiData: Q104916541