5-[(2R,3R)-3-[[2-(2-hydroxy-5-prop-2-enylphenyl)-4-prop-2-enylphenoxy]methyl]-7-prop-2-enyl-5-(4-prop-2-enylphenoxy)-2,3-dihydro-1,4-benzodioxin-2-yl]-3-(4-prop-2-enylphenoxy)benzene-1,2-diol

Details

• Internal ID: 16f4f2d1-d921-43b2-bcaf-34ae0eb68645
• Taxonomy: Organoheterocyclic compounds > Benzodioxanes > Phenylbenzodioxanes > Phenylbenzo-1,4-dioxanes
• IUPAC Name: 5-[(2R,3R)-3-[[2-(2-hydroxy-5-prop-2-enylphenyl)-4-prop-2-enylphenoxy]methyl]-7-prop-2-enyl-5-(4-prop-2-enylphenoxy)-2,3-dihydro-1,4-benzodioxin-2-yl]-3-(4-prop-2-enylphenoxy)benzene-1,2-diol
• SMILES (Canonical): C=CCC1=CC=C(C=C1)OC2=CC(=CC3=C2OC(C(O3)C4=CC(=C(C(=C4)OC5=CC=C(C=C5)CC=C)O)O)COC6=C(C=C(C=C6)CC=C)C7=C(C=CC(=C7)CC=C)O)CC=C
• SMILES (Isomeric): C=CCC1=CC=C(C=C1)OC2=CC(=CC3=C2O[C@@H]([C@H](O3)C4=CC(=C(C(=C4)OC5=CC=C(C=C5)CC=C)O)O)COC6=C(C=C(C=C6)CC=C)C7=C(C=CC(=C7)CC=C)O)CC=C
• InChI: InChI=1S/C54H50O8/c1-6-11-35-16-22-41(23-17-35)59-48-33-40(32-46(56)52(48)57)53-51(34-58-47-27-21-38(14-9-4)29-44(47)43-28-37(13-8-3)20-26-45(43)55)62-54-49(30-39(15-10-5)31-50(54)61-53)60-42-24-18-36(12-7-2)19-25-42/h6-10,16-33,51,53,55-57H,1-5,11-15,34H2/t51-,53-/m1/s1
• InChI Key: CEXVGDLGKOJDMY-CWKLFTOFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₅₀O₈
• Molecular Weight: 827.00 g/mol
• Exact Mass: 826.35056855 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 13.90
• Atomic LogP (AlogP): 12.66
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 19

Synonyms

• 147663-91-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9075	90.75%
Caco-2	-	0.8679	86.79%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7143	71.43%
OATP2B1 inhibitior	-	0.7108	71.08%
OATP1B1 inhibitior	+	0.8396	83.96%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9383	93.83%
P-glycoprotein inhibitior	+	0.7965	79.65%
P-glycoprotein substrate	-	0.5959	59.59%
CYP3A4 substrate	+	0.6662	66.62%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	+	0.4449	44.49%
CYP3A4 inhibition	-	0.6779	67.79%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.6051	60.51%
CYP2D6 inhibition	-	0.8216	82.16%
CYP1A2 inhibition	-	0.5859	58.59%
CYP2C8 inhibition	+	0.8622	86.22%
CYP inhibitory promiscuity	+	0.7152	71.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6219	62.19%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8965	89.65%
Skin irritation	-	0.7566	75.66%
Skin corrosion	-	0.9525	95.25%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8862	88.62%
Micronuclear	+	0.7418	74.18%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7337	73.37%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7480	74.80%
Acute Oral Toxicity (c)	III	0.4614	46.14%
Estrogen receptor binding	+	0.7947	79.47%
Androgen receptor binding	+	0.8203	82.03%
Thyroid receptor binding	+	0.5521	55.21%
Glucocorticoid receptor binding	+	0.6037	60.37%
Aromatase binding	+	0.5517	55.17%
PPAR gamma	+	0.7252	72.52%
Honey bee toxicity	-	0.7316	73.16%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9523	95.23%

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	99.13%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.75%	91.49%
CHEMBL240	Q12809	HERG	97.46%	89.76%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	96.29%	97.31%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	96.28%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.73%	95.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.56%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.72%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.39%	99.15%
CHEMBL2243	O00519	Anandamide amidohydrolase	92.92%	97.53%
CHEMBL3194	P02766	Transthyretin	90.60%	90.71%
CHEMBL4208	P20618	Proteasome component C5	90.34%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.07%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.06%	95.89%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	90.04%	80.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.93%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.73%	95.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.51%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.31%	86.33%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	88.23%	85.49%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.98%	96.95%
CHEMBL2039	P27338	Monoamine oxidase B	87.39%	92.51%
CHEMBL3401	O75469	Pregnane X receptor	86.20%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.04%	95.50%
CHEMBL2581	P07339	Cathepsin D	84.55%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.98%	83.57%
CHEMBL3902	P09211	Glutathione S-transferase Pi	83.34%	93.81%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	83.31%	89.44%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	83.05%	92.32%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.98%	89.67%
CHEMBL2319	P06870	Kallikrein 1	82.32%	90.95%
CHEMBL4530	P00488	Coagulation factor XIII	82.09%	96.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.71%	97.21%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.61%	83.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.51%	92.62%
CHEMBL5957	P21589	5'-nucleotidase	81.23%	97.78%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	81.13%	91.43%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.85%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.05%	89.00%

Plants that contains it

• Magnolia obovata

Cross-Links

• PubChem: 137345993
• LOTUS: LTS0188033
• wikiData: Q104956185