(1R,6R,7S)-4-ethylidene-7-hydroxy-6,14-dimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione

Details

• Internal ID: b1449829-f3ec-4919-94e0-0c5fce391365
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1R,6R,7S)-4-ethylidene-7-hydroxy-6,14-dimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione
• SMILES (Canonical): CC=C1CC(C(C(=O)OCC2=CCN(CCC(C2=O)OC1=O)C)O)C
• SMILES (Isomeric): CC=C1C[C@H]([C@@H](C(=O)OCC2=CCN(CC[C@H](C2=O)OC1=O)C)O)C
• InChI: InChI=1S/C18H25NO6/c1-4-12-9-11(2)15(20)18(23)24-10-13-5-7-19(3)8-6-14(16(13)21)25-17(12)22/h4-5,11,14-15,20H,6-10H2,1-3H3/t11-,14-,15+/m1/s1
• InChI Key: SBCVZQRQMVMRIC-DFBGVHRSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₅NO₆
• Molecular Weight: 351.40 g/mol
• Exact Mass: 351.16818752 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.62
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8801	88.01%
Caco-2	+	0.7504	75.04%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5685	56.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9012	90.12%
OATP1B3 inhibitior	+	0.9300	93.00%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5391	53.91%
P-glycoprotein inhibitior	-	0.6046	60.46%
P-glycoprotein substrate	-	0.5759	57.59%
CYP3A4 substrate	+	0.6049	60.49%
CYP2C9 substrate	-	0.5979	59.79%
CYP2D6 substrate	-	0.8184	81.84%
CYP3A4 inhibition	-	0.8947	89.47%
CYP2C9 inhibition	-	0.9128	91.28%
CYP2C19 inhibition	-	0.9068	90.68%
CYP2D6 inhibition	-	0.9276	92.76%
CYP1A2 inhibition	-	0.7984	79.84%
CYP2C8 inhibition	-	0.9168	91.68%
CYP inhibitory promiscuity	-	1.0000	100.00%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Danger	0.6877	68.77%
Eye corrosion	-	0.9733	97.33%
Eye irritation	-	0.9799	97.99%
Skin irritation	-	0.7347	73.47%
Skin corrosion	-	0.9175	91.75%
Ames mutagenesis	+	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4221	42.21%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.9375	93.75%
skin sensitisation	-	0.8408	84.08%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6862	68.62%
Acute Oral Toxicity (c)	III	0.5002	50.02%
Estrogen receptor binding	-	0.7394	73.94%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.7580	75.80%
Glucocorticoid receptor binding	+	0.6213	62.13%
Aromatase binding	-	0.7100	71.00%
PPAR gamma	-	0.7505	75.05%
Honey bee toxicity	-	0.8321	83.21%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.6449	64.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.69%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.38%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.75%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.93%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.91%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.57%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.26%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.97%	95.89%

Plants that contains it

• Crotalaria laburnifolia

Cross-Links

• PubChem: 163081802
• LOTUS: LTS0199103
• wikiData: Q105249315