[(1R,3S,5S,6R,11S,13R,14R,15R)-6-hydroxy-1,5,15-trimethyl-4,12-dioxa-7-azapentacyclo[8.5.0.03,5.03,8.011,13]pentadeca-7,9-dien-14-yl] acetate

Details

• Internal ID: 14f3e014-4c5b-4bd4-b536-15967340992c
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: [(1R,3S,5S,6R,11S,13R,14R,15R)-6-hydroxy-1,5,15-trimethyl-4,12-dioxa-7-azapentacyclo[8.5.0.03,5.03,8.011,13]pentadeca-7,9-dien-14-yl] acetate
• InChI: InChI=1S/C17H21NO5/c1-7-11(21-8(2)19)13-12(22-13)9-5-10-17(6-15(7,9)3)16(4,23-17)14(20)18-10/h5,7,11-14,20H,6H2,1-4H3/t7-,11+,12-,13+,14+,15+,16+,17-/m0/s1
• InChI Key: SBGVOJKUHUEKNQ-RDSADPLASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₁NO₅
• Molecular Weight: 319.40 g/mol
• Exact Mass: 319.14197277 g/mol
• Topological Polar Surface Area (TPSA): 84.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.97
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9429	94.29%
Caco-2	-	0.5475	54.75%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Plasma membrane	0.4798	47.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8657	86.57%
OATP1B3 inhibitior	+	0.9277	92.77%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6288	62.88%
P-glycoprotein inhibitior	-	0.7849	78.49%
P-glycoprotein substrate	-	0.7177	71.77%
CYP3A4 substrate	+	0.6473	64.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8883	88.83%
CYP3A4 inhibition	-	0.8795	87.95%
CYP2C9 inhibition	-	0.8165	81.65%
CYP2C19 inhibition	-	0.7734	77.34%
CYP2D6 inhibition	-	0.9169	91.69%
CYP1A2 inhibition	-	0.7575	75.75%
CYP2C8 inhibition	-	0.6361	63.61%
CYP inhibitory promiscuity	-	0.6194	61.94%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4650	46.50%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.9593	95.93%
Skin irritation	-	0.7219	72.19%
Skin corrosion	-	0.9123	91.23%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5805	58.05%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5790	57.90%
skin sensitisation	-	0.7781	77.81%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7223	72.23%
Acute Oral Toxicity (c)	III	0.4571	45.71%
Estrogen receptor binding	+	0.6580	65.80%
Androgen receptor binding	+	0.6695	66.95%
Thyroid receptor binding	+	0.7619	76.19%
Glucocorticoid receptor binding	+	0.6175	61.75%
Aromatase binding	+	0.5491	54.91%
PPAR gamma	-	0.4890	48.90%
Honey bee toxicity	-	0.8161	81.61%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5443	54.43%
Fish aquatic toxicity	+	0.8223	82.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.18%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	97.60%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.36%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.75%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.57%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.55%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.64%	99.23%
CHEMBL2581	P07339	Cathepsin D	82.69%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.52%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	80.70%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162901600
• LOTUS: LTS0196050
• wikiData: Q105249432