(12E,25E,28Z)-5,16,21,32,33-Pentabromo-4,20-dihydroxy-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.214,17.13,7.119,23]octatriaconta-1(32),3,5,7(38),14,16,19,21,23(35),28,30,33,36-tridecaene-11,26-dione

Details

• Internal ID: f391eb03-22eb-4a61-a955-d38bddaebde2
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (12E,25E,28Z)-5,16,21,32,33-pentabromo-4,20-dihydroxy-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.214,17.13,7.119,23]octatriaconta-1(32),3,5,7(38),14,16,19,21,23(35),28,30,33,36-tridecaene-11,26-dione
• SMILES (Canonical): C1CNC(=O)C(=NO)CC2=CC(=C(C=C2)OC3=C(C(=CC(=C3)CC(=NO)C(=O)NC=CC4=CC(=C(C(=C4)Br)OC5=C(C(=CC1=C5)Br)O)Br)Br)O)Br
• SMILES (Isomeric): C1CNC(=O)/C(=N/O)/CC2=CC(=C(C=C2)OC3=C(C(=CC(=C3)C/C(=N\O)/C(=O)N/C=C\C4=CC(=C(C(=C4)Br)OC5=C(C(=CC1=C5)Br)O)Br)Br)O)Br
• InChI: InChI=1S/C34H25Br5N4O8/c35-20-7-16-1-2-27(20)50-28-15-19(11-22(37)30(28)44)13-26(43-49)34(47)40-5-3-17-9-23(38)32(24(39)10-17)51-29-14-18(8-21(36)31(29)45)4-6-41-33(46)25(12-16)42-48/h1-3,5,7-11,14-15,44-45,48-49H,4,6,12-13H2,(H,40,47)(H,41,46)/b5-3-,42-25+,43-26+
• InChI Key: HXWATZFIMWEHEG-YUALJMAISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₂₅Br₅N₄O₈
• Molecular Weight: 1017.10 g/mol
• Exact Mass: 1015.75483 g/mol
• Topological Polar Surface Area (TPSA): 182.00 Ų
• XlogP: 9.60
• Atomic LogP (AlogP): 8.70
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 0

Synonyms

• (12E,25E,28Z)-5,16,21,32,33-Pentabromo-4,20-dihydroxy-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.214,17.13,7.119,23]octatriaconta-1(32),3,5,7(38),14,16,19,21,23(35),28,30,33,36-tridecaene-11,26-dione
• 2,18-Dioxa-10,27-diazapentacyclo(28.2.2.2(14,17),1(19,23))octatriconta-3,5,7(38),14,16,19,21,23(35),28,30,32,33,36-tridecaene-11,12,25,26-tetrone, 5,16,21,32,33-pentabromo-4,20-dihydroxy-, 12,15-bis(D-methyloxime), (E,E,?)-
• 2,18-Dioxa-10,27-diazapentacyclo(28.2.2.214,17.13,7.119,23)octatriaconta-3,5,7(38),14,16,19,21,23(35),28,30,32,33,36-tridecaene-11,12,25,26-tetrone, 5,16,21,32,33-pentabromo-4,20-dihydroxy-, 12,15-bis(O-methyloxime), (E,E,?)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9073	90.73%
Caco-2	-	0.8841	88.41%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4651	46.51%
OATP2B1 inhibitior	+	0.5723	57.23%
OATP1B1 inhibitior	+	0.8811	88.11%
OATP1B3 inhibitior	+	0.9333	93.33%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9804	98.04%
P-glycoprotein inhibitior	+	0.7727	77.27%
P-glycoprotein substrate	-	0.5706	57.06%
CYP3A4 substrate	+	0.6251	62.51%
CYP2C9 substrate	-	0.7952	79.52%
CYP2D6 substrate	-	0.8380	83.80%
CYP3A4 inhibition	-	0.6437	64.37%
CYP2C9 inhibition	-	0.6392	63.92%
CYP2C19 inhibition	-	0.5699	56.99%
CYP2D6 inhibition	-	0.8413	84.13%
CYP1A2 inhibition	-	0.5317	53.17%
CYP2C8 inhibition	+	0.5806	58.06%
CYP inhibitory promiscuity	-	0.6421	64.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6900	69.00%
Carcinogenicity (trinary)	Non-required	0.5445	54.45%
Eye corrosion	-	0.9799	97.99%
Eye irritation	-	0.9124	91.24%
Skin irritation	-	0.7569	75.69%
Skin corrosion	-	0.9199	91.99%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5632	56.32%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8238	82.38%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.9238	92.38%
Acute Oral Toxicity (c)	III	0.5887	58.87%
Estrogen receptor binding	+	0.7965	79.65%
Androgen receptor binding	+	0.7263	72.63%
Thyroid receptor binding	+	0.5644	56.44%
Glucocorticoid receptor binding	+	0.6276	62.76%
Aromatase binding	+	0.5970	59.70%
PPAR gamma	+	0.7398	73.98%
Honey bee toxicity	-	0.7717	77.17%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8944	89.44%

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	99.27%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.77%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.29%	94.45%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	94.32%	95.20%
CHEMBL5443	O00311	Cell division cycle 7-related protein kinase	93.05%	96.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.97%	89.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.78%	83.57%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.42%	94.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	87.64%	83.10%
CHEMBL240	Q12809	HERG	87.58%	89.76%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.50%	90.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.27%	96.77%
CHEMBL5145	P15056	Serine/threonine-protein kinase B-raf	83.49%	97.90%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.36%	95.64%
CHEMBL2535	P11166	Glucose transporter	82.85%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.26%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.20%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.01%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.60%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.16%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.63%	92.94%
CHEMBL4208	P20618	Proteasome component C5	80.37%	90.00%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	80.28%	88.84%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	80.21%	81.14%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.18%	85.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9577450
• LOTUS: LTS0205857
• wikiData: Q76404740