[2-[4-(11-Ethyl-10,12-dihydroxy-3,17-dimethoxy-7,9,13,15-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6,14,16-tetraen-2-yl)-3-hydroxypentan-2-yl]-2-hydroxy-5-methyl-6-prop-1-enyloxan-4-yl] 4-[(2-hydroxy-5-oxocyclopenten-1-yl)amino]-4-oxobut-2-enoate

Details

• Internal ID: a40ea4a5-9ba3-44c5-9156-8f7ec15e80f4
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: [2-[4-(11-ethyl-10,12-dihydroxy-3,17-dimethoxy-7,9,13,15-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6,14,16-tetraen-2-yl)-3-hydroxypentan-2-yl]-2-hydroxy-5-methyl-6-prop-1-enyloxan-4-yl] 4-[(2-hydroxy-5-oxocyclopenten-1-yl)amino]-4-oxobut-2-enoate
• SMILES (Canonical): CCC1C(C(CC(=CC=CC(C(OC(=O)C(=CC(=CC(C1O)C)C)OC)C(C)C(C(C)C2(CC(C(C(O2)C=CC)C)OC(=O)C=CC(=O)NC3=C(CCC3=O)O)O)O)OC)C)C)O
• SMILES (Isomeric): CCC1C(C(CC(=CC=CC(C(OC(=O)C(=CC(=CC(C1O)C)C)OC)C(C)C(C(C)C2(CC(C(C(O2)C=CC)C)OC(=O)C=CC(=O)NC3=C(CCC3=O)O)O)O)OC)C)C)O
• InChI: InChI=1S/C48H71NO14/c1-12-15-36-30(7)39(61-41(53)21-20-40(52)49-42-34(50)18-19-35(42)51)25-48(58,63-36)32(9)45(56)31(8)46-37(59-10)17-14-16-26(3)22-28(5)43(54)33(13-2)44(55)29(6)23-27(4)24-38(60-11)47(57)62-46/h12,14-17,20-21,23-24,28-33,36-37,39,43-46,50,54-56,58H,13,18-19,22,25H2,1-11H3,(H,49,52)
• InChI Key: YIKWIQAIKGWYCF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₁NO₁₄
• Molecular Weight: 886.10 g/mol
• Exact Mass: 885.48745594 g/mol
• Topological Polar Surface Area (TPSA): 228.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.36
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7192	71.92%
Caco-2	-	0.8640	86.40%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6164	61.64%
OATP2B1 inhibitior	-	0.7168	71.68%
OATP1B1 inhibitior	+	0.8112	81.12%
OATP1B3 inhibitior	+	0.9166	91.66%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9572	95.72%
BSEP inhibitior	+	0.9620	96.20%
P-glycoprotein inhibitior	+	0.7553	75.53%
P-glycoprotein substrate	+	0.8258	82.58%
CYP3A4 substrate	+	0.7445	74.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8799	87.99%
CYP3A4 inhibition	-	0.6047	60.47%
CYP2C9 inhibition	-	0.7692	76.92%
CYP2C19 inhibition	-	0.7624	76.24%
CYP2D6 inhibition	-	0.9093	90.93%
CYP1A2 inhibition	-	0.8600	86.00%
CYP2C8 inhibition	+	0.8420	84.20%
CYP inhibitory promiscuity	-	0.7809	78.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6248	62.48%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9047	90.47%
Skin irritation	-	0.7349	73.49%
Skin corrosion	-	0.9259	92.59%
Ames mutagenesis	+	0.5030	50.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.7272	72.72%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5517	55.17%
skin sensitisation	-	0.8533	85.33%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8225	82.25%
Acute Oral Toxicity (c)	III	0.5595	55.95%
Estrogen receptor binding	+	0.8206	82.06%
Androgen receptor binding	+	0.6677	66.77%
Thyroid receptor binding	+	0.6023	60.23%
Glucocorticoid receptor binding	+	0.8158	81.58%
Aromatase binding	+	0.5858	58.58%
PPAR gamma	+	0.8125	81.25%
Honey bee toxicity	-	0.6124	61.24%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.7423	74.23%

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	99.62%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.61%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.31%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.57%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.23%	83.57%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.23%	96.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.07%	99.23%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	92.34%	95.71%
CHEMBL2535	P11166	Glucose transporter	91.92%	98.75%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.62%	94.80%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.37%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.40%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.47%	91.07%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	89.22%	97.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.00%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.85%	91.19%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.23%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.13%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	85.96%	90.17%
CHEMBL2581	P07339	Cathepsin D	85.91%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.48%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.05%	96.47%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.03%	97.25%
CHEMBL5028	O14672	ADAM10	84.40%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.87%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.20%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.12%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.18%	98.75%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	81.72%	88.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.72%	89.34%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.56%	93.40%
CHEMBL4072	P07858	Cathepsin B	81.45%	93.67%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.17%	93.99%

Plants that contains it

• Aristolochia holostylis
• Schisandra arisanensis

Cross-Links

• PubChem: 341622
• LOTUS: LTS0008145
• wikiData: Q105149320