(Z,4Z)-N-[(Z)-3-[(4R,5S,6E,8Z,10E)-5,16-dihydroxy-2-oxo-3-oxabicyclo[10.4.0]hexadeca-1(12),6,8,10,13,15-hexaen-4-yl]prop-1-enyl]-4-methoxyiminobut-2-enamide

Details

• Internal ID: df0c3a2d-cbc3-4730-b8c9-f398975d20ef
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (Z,4Z)-N-[(Z)-3-[(4R,5S,6E,8Z,10E)-5,16-dihydroxy-2-oxo-3-oxabicyclo[10.4.0]hexadeca-1(12),6,8,10,13,15-hexaen-4-yl]prop-1-enyl]-4-methoxyiminobut-2-enamide
• InChI: InChI=1S/C23H24N2O6/c1-30-25-16-8-14-21(28)24-15-7-13-20-18(26)11-5-3-2-4-9-17-10-6-12-19(27)22(17)23(29)31-20/h2-12,14-16,18,20,26-27H,13H2,1H3,(H,24,28)/b3-2-,9-4+,11-5+,14-8-,15-7-,25-16-/t18-,20+/m0/s1
• InChI Key: NBOGDNPFHLOESJ-RMHRSGNRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄N₂O₆
• Molecular Weight: 424.40 g/mol
• Exact Mass: 424.16343649 g/mol
• Topological Polar Surface Area (TPSA): 117.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9110	91.10%
Caco-2	-	0.8097	80.97%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4284	42.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8333	83.33%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9408	94.08%
P-glycoprotein inhibitior	-	0.5356	53.56%
P-glycoprotein substrate	+	0.5079	50.79%
CYP3A4 substrate	+	0.6790	67.90%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8467	84.67%
CYP3A4 inhibition	-	0.5246	52.46%
CYP2C9 inhibition	-	0.7356	73.56%
CYP2C19 inhibition	-	0.7337	73.37%
CYP2D6 inhibition	-	0.9062	90.62%
CYP1A2 inhibition	-	0.6330	63.30%
CYP2C8 inhibition	+	0.5842	58.42%
CYP inhibitory promiscuity	-	0.7752	77.52%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6786	67.86%
Carcinogenicity (trinary)	Non-required	0.5627	56.27%
Eye corrosion	-	0.9822	98.22%
Eye irritation	-	0.9588	95.88%
Skin irritation	-	0.7721	77.21%
Skin corrosion	-	0.9433	94.33%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4840	48.40%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8523	85.23%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6283	62.83%
Acute Oral Toxicity (c)	III	0.5754	57.54%
Estrogen receptor binding	+	0.5589	55.89%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5280	52.80%
Glucocorticoid receptor binding	-	0.4946	49.46%
Aromatase binding	-	0.6454	64.54%
PPAR gamma	+	0.6728	67.28%
Honey bee toxicity	-	0.7698	76.98%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8012	80.12%

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	97.70%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.92%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.62%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.59%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.52%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.27%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.48%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.96%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	82.93%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.66%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.30%	95.89%
CHEMBL5028	O14672	ADAM10	80.18%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 154497145
• LOTUS: LTS0163380
• wikiData: Q105176889