4-Ethylidene-7-hydroxy-6,7-dimethyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione

Details

• Internal ID: ea100caa-015f-4f8c-8a61-212dd036b79e
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: 4-ethylidene-7-hydroxy-6,7-dimethyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
• SMILES (Canonical): CC=C1CC(C(C(=O)OCC2=CCN3C2C(CC3)OC1=O)(C)O)C
• SMILES (Isomeric): CC=C1CC(C(C(=O)OCC2=CCN3C2C(CC3)OC1=O)(C)O)C
• InChI: InChI=1S/C18H25NO5/c1-4-12-9-11(2)18(3,22)17(21)23-10-13-5-7-19-8-6-14(15(13)19)24-16(12)20/h4-5,11,14-15,22H,6-10H2,1-3H3
• InChI Key: HKODIGSRFALUTA-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₅NO₅
• Molecular Weight: 335.40 g/mol
• Exact Mass: 335.17327290 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• CHEBI:181648
• DTXSID101100135
• 480-80-8
• [1,6]Dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione, 3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-5,6-dimethyl-, (3E,5R,6S,14aR,14bR)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9078	90.78%
Caco-2	+	0.7457	74.57%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5909	59.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9163	91.63%
OATP1B3 inhibitior	+	0.9356	93.56%
MATE1 inhibitior	-	0.9009	90.09%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6109	61.09%
P-glycoprotein inhibitior	-	0.8832	88.32%
P-glycoprotein substrate	-	0.5113	51.13%
CYP3A4 substrate	+	0.6155	61.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7917	79.17%
CYP3A4 inhibition	-	0.8213	82.13%
CYP2C9 inhibition	-	0.9250	92.50%
CYP2C19 inhibition	-	0.9059	90.59%
CYP2D6 inhibition	-	0.9148	91.48%
CYP1A2 inhibition	-	0.8970	89.70%
CYP2C8 inhibition	-	0.8830	88.30%
CYP inhibitory promiscuity	-	0.9821	98.21%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Danger	0.7282	72.82%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.9913	99.13%
Skin irritation	-	0.7207	72.07%
Skin corrosion	-	0.9082	90.82%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4108	41.08%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	1.0000	100.00%
skin sensitisation	-	0.8319	83.19%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7838	78.38%
Acute Oral Toxicity (c)	II	0.7392	73.92%
Estrogen receptor binding	-	0.7053	70.53%
Androgen receptor binding	-	0.5581	55.81%
Thyroid receptor binding	-	0.6041	60.41%
Glucocorticoid receptor binding	+	0.7306	73.06%
Aromatase binding	-	0.6129	61.29%
PPAR gamma	-	0.7334	73.34%
Honey bee toxicity	-	0.8372	83.72%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8212	82.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.72%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.13%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.32%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.06%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.03%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.23%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.62%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.51%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.70%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.31%	95.89%
CHEMBL2581	P07339	Cathepsin D	82.56%	98.95%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.22%	82.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.74%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.28%	89.00%

Plants that contains it

• Crotalaria incana
• Crotalaria juncea
• Crotalaria micans
• Crotalaria naragutensis
• Erechtites hieraciifolius
• Gynura divaricata
• Gynura elliptica
• Jacobaea arnautorum
• Jacobaea erucifolia subsp. argunensis
• Jacobaea maritima subsp. maritima
• Jacobaea subalpina
• Jacobaea vulgaris
• Leucanthemum vulgare
• Packera aurea
• Packera glabella
• Packera tomentosa
• Pittocaulon filare
• Pittocaulon praecox
• Senecio brasiliensis
• Senecio fremontii var. blitoides
• Senecio ilicifolius
• Senecio laricifolius
• Senecio magnificus
• Senecio mairetianus
• Senecio miser
• Senecio morrisonensis
• Senecio ovatus subsp. ovatus
• Senecio ovatus subsp. stabianus
• Senecio pterophorus
• Senecio selloi
• Senecio squalidus
• Senecio triangularis
• Senecio vernalis
• Senecio viscosus
• Senecio vulgaris
• Syneilesis palmata

Cross-Links

• PubChem: 254855
• LOTUS: LTS0157762
• wikiData: Q105029818