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

Details

• Internal ID: 4be701b7-f522-44c3-8c46-40746e36c7a8
• 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-dihydroxyphenyl)methylidene]-3-[(4-hydroxyphenyl)methylidene]butanedioate
• SMILES (Canonical): C1CC(C(CC1COC(=O)C(=CC2=CC=C(C=C2)O)C(=CC3=CC(=C(C=C3)O)O)C(=O)OCC4CCC(C(C4)O)(CCO)CO)O)(CCO)CO
• SMILES (Isomeric): C1C[C@@]([C@H](C[C@H]1COC(=O)C(=CC2=CC=C(C=C2)O)/C(=C\C3=CC(=C(C=C3)O)O)/C(=O)OC[C@H]4CC[C@@]([C@H](C4)O)(CCO)CO)O)(CCO)CO
• InChI: InChI=1S/C38H50O13/c39-13-11-37(22-41)9-7-26(18-33(37)46)20-50-35(48)29(15-24-1-4-28(43)5-2-24)30(16-25-3-6-31(44)32(45)17-25)36(49)51-21-27-8-10-38(23-42,12-14-40)34(47)19-27/h1-6,15-17,26-27,33-34,39-47H,7-14,18-23H2/b29-15?,30-16+/t26-,27-,33-,34-,37+,38+/m0/s1
• InChI Key: GSVGGPXUJFQRRC-LVOCQUNISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₀O₁₃
• Molecular Weight: 714.80 g/mol
• Exact Mass: 714.32514165 g/mol
• Topological Polar Surface Area (TPSA): 235.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7689	76.89%
Caco-2	-	0.9049	90.49%
Blood Brain Barrier	-	0.6398	63.98%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8400	84.00%
OATP2B1 inhibitior	-	0.7145	71.45%
OATP1B1 inhibitior	+	0.8822	88.22%
OATP1B3 inhibitior	+	0.9247	92.47%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.6683	66.83%
BSEP inhibitior	+	0.9838	98.38%
P-glycoprotein inhibitior	+	0.7339	73.39%
P-glycoprotein substrate	-	0.6554	65.54%
CYP3A4 substrate	+	0.6384	63.84%
CYP2C9 substrate	-	0.7985	79.85%
CYP2D6 substrate	-	0.8282	82.82%
CYP3A4 inhibition	-	0.9040	90.40%
CYP2C9 inhibition	-	0.7064	70.64%
CYP2C19 inhibition	-	0.6956	69.56%
CYP2D6 inhibition	-	0.8895	88.95%
CYP1A2 inhibition	-	0.6506	65.06%
CYP2C8 inhibition	+	0.8133	81.33%
CYP inhibitory promiscuity	-	0.9398	93.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.7039	70.39%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.8998	89.98%
Skin irritation	-	0.8087	80.87%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6646	66.46%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6952	69.52%
skin sensitisation	-	0.7479	74.79%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6650	66.50%
Acute Oral Toxicity (c)	III	0.6609	66.09%
Estrogen receptor binding	+	0.8282	82.82%
Androgen receptor binding	+	0.8556	85.56%
Thyroid receptor binding	-	0.5184	51.84%
Glucocorticoid receptor binding	+	0.5502	55.02%
Aromatase binding	+	0.5825	58.25%
PPAR gamma	+	0.6801	68.01%
Honey bee toxicity	-	0.7892	78.92%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9893	98.93%

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	99.50%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.01%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.05%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	95.33%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.91%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.33%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.47%	94.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.42%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.51%	95.56%
CHEMBL3194	P02766	Transthyretin	87.98%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.90%	86.33%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	87.35%	90.24%
CHEMBL340	P08684	Cytochrome P450 3A4	87.12%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.74%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.52%	91.07%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.91%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.38%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.88%	97.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.98%	90.71%

Plants that contains it

• Cananga odorata

Cross-Links

• PubChem: 163190255
• LOTUS: LTS0220758
• wikiData: Q105017827