bis[[(1S,3S,4R)-3-hydroxy-4-(2-hydroxyethyl)-4-(hydroxymethyl)cyclohexyl]methyl] (2E)-2-[(3,4-dimethoxyphenyl)methylidene]-3-[(4-methoxyphenyl)methylidene]butanedioate

Details

• Internal ID: b808ea88-b007-4d99-8db5-fa7e6ef2849e
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: bis[[(1S,3S,4R)-3-hydroxy-4-(2-hydroxyethyl)-4-(hydroxymethyl)cyclohexyl]methyl] (2E)-2-[(3,4-dimethoxyphenyl)methylidene]-3-[(4-methoxyphenyl)methylidene]butanedioate
• SMILES (Canonical): COC1=CC=C(C=C1)C=C(C(=CC2=CC(=C(C=C2)OC)OC)C(=O)OCC3CCC(C(C3)O)(CCO)CO)C(=O)OCC4CCC(C(C4)O)(CCO)CO
• SMILES (Isomeric): COC1=CC=C(C=C1)C=C(/C(=C\C2=CC(=C(C=C2)OC)OC)/C(=O)OC[C@H]3CC[C@@]([C@H](C3)O)(CCO)CO)C(=O)OC[C@H]4CC[C@@]([C@H](C4)O)(CCO)CO
• InChI: InChI=1S/C41H56O13/c1-50-31-7-4-27(5-8-31)18-32(38(48)53-23-29-10-12-40(25-44,14-16-42)36(46)21-29)33(19-28-6-9-34(51-2)35(20-28)52-3)39(49)54-24-30-11-13-41(26-45,15-17-43)37(47)22-30/h4-9,18-20,29-30,36-37,42-47H,10-17,21-26H2,1-3H3/b32-18?,33-19+/t29-,30-,36-,37-,40+,41+/m0/s1
• InChI Key: VTSBTHIWQORHLC-HDWQHIMPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₅₆O₁₃
• Molecular Weight: 756.90 g/mol
• Exact Mass: 756.37209184 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9011	90.11%
Caco-2	-	0.8499	84.99%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8289	82.89%
OATP2B1 inhibitior	-	0.5738	57.38%
OATP1B1 inhibitior	+	0.8832	88.32%
OATP1B3 inhibitior	+	0.8990	89.90%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9968	99.68%
P-glycoprotein inhibitior	+	0.7834	78.34%
P-glycoprotein substrate	-	0.5179	51.79%
CYP3A4 substrate	+	0.6737	67.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8061	80.61%
CYP3A4 inhibition	-	0.8663	86.63%
CYP2C9 inhibition	-	0.6658	66.58%
CYP2C19 inhibition	-	0.6480	64.80%
CYP2D6 inhibition	-	0.8984	89.84%
CYP1A2 inhibition	-	0.6101	61.01%
CYP2C8 inhibition	+	0.7605	76.05%
CYP inhibitory promiscuity	-	0.8948	89.48%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9328	93.28%
Carcinogenicity (trinary)	Non-required	0.7372	73.72%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9092	90.92%
Skin irritation	-	0.8140	81.40%
Skin corrosion	-	0.9634	96.34%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7444	74.44%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6101	61.01%
skin sensitisation	-	0.8259	82.59%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7346	73.46%
Acute Oral Toxicity (c)	III	0.5932	59.32%
Estrogen receptor binding	+	0.8051	80.51%
Androgen receptor binding	+	0.8023	80.23%
Thyroid receptor binding	+	0.5682	56.82%
Glucocorticoid receptor binding	+	0.7022	70.22%
Aromatase binding	+	0.5737	57.37%
PPAR gamma	+	0.6824	68.24%
Honey bee toxicity	-	0.8635	86.35%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9820	98.20%

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	98.79%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.24%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.04%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.66%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.06%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.60%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.92%	92.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.86%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.01%	96.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.38%	92.62%
CHEMBL2535	P11166	Glucose transporter	87.80%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	87.06%	91.19%
CHEMBL4208	P20618	Proteasome component C5	87.01%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.94%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.62%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.49%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.47%	93.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.39%	89.62%
CHEMBL240	Q12809	HERG	82.63%	89.76%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.79%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.76%	94.45%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.68%	97.53%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.27%	90.24%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.29%	97.21%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.18%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.03%	95.89%

Plants that contains it

• Cananga odorata

Cross-Links

• PubChem: 163195599
• LOTUS: LTS0070049
• wikiData: Q105292970