16-Benzyl-12-hydroperoxy-6-hydroxy-5,7,13,14-tetramethyl-17-azatricyclo[9.7.0.01,15]octadeca-3,9,13-triene-2,18-dione

Details

• Internal ID: 7053e12f-d1d3-4775-8d61-87a835d3664c
• Taxonomy: Alkaloids and derivatives > Cytochalasans
• IUPAC Name: 16-benzyl-12-hydroperoxy-6-hydroxy-5,7,13,14-tetramethyl-17-azatricyclo[9.7.0.01,15]octadeca-3,9,13-triene-2,18-dione
• InChI: InChI=1S/C28H35NO5/c1-16-9-8-12-21-26(34-33)19(4)18(3)24-22(15-20-10-6-5-7-11-20)29-27(32)28(21,24)23(30)14-13-17(2)25(16)31/h5-8,10-14,16-17,21-22,24-26,31,33H,9,15H2,1-4H3,(H,29,32)
• InChI Key: YZMKUCUMIIGSIT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₅NO₅
• Molecular Weight: 465.60 g/mol
• Exact Mass: 465.25152322 g/mol
• Topological Polar Surface Area (TPSA): 95.90 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.87
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	-	0.5882	58.82%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Plasma membrane	0.6098	60.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8601	86.01%
OATP1B3 inhibitior	+	0.9328	93.28%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9782	97.82%
P-glycoprotein inhibitior	+	0.6434	64.34%
P-glycoprotein substrate	+	0.5758	57.58%
CYP3A4 substrate	+	0.6710	67.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.8608	86.08%
CYP2C9 inhibition	-	0.6404	64.04%
CYP2C19 inhibition	-	0.6844	68.44%
CYP2D6 inhibition	-	0.8911	89.11%
CYP1A2 inhibition	-	0.7676	76.76%
CYP2C8 inhibition	+	0.6466	64.66%
CYP inhibitory promiscuity	+	0.7167	71.67%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.4273	42.73%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9664	96.64%
Skin irritation	-	0.7688	76.88%
Skin corrosion	-	0.9359	93.59%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6552	65.52%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8464	84.64%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8267	82.67%
Acute Oral Toxicity (c)	III	0.4303	43.03%
Estrogen receptor binding	+	0.6959	69.59%
Androgen receptor binding	+	0.6688	66.88%
Thyroid receptor binding	+	0.5965	59.65%
Glucocorticoid receptor binding	+	0.7817	78.17%
Aromatase binding	+	0.7033	70.33%
PPAR gamma	+	0.7645	76.45%
Honey bee toxicity	-	0.7301	73.01%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9394	93.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.04%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.75%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.83%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.88%	91.11%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	86.87%	97.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.63%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.37%	95.89%
CHEMBL4208	P20618	Proteasome component C5	85.23%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.72%	95.50%
CHEMBL2535	P11166	Glucose transporter	83.34%	98.75%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.64%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.32%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163103239
• LOTUS: LTS0154804
• wikiData: Q104202221