[(1R,2S,3E,5R,7S,9E,11R,12S,14S,15R,16S)-16-benzyl-5,12-dihydroxy-5,7,14-trimethyl-13-methylidene-6,18-dioxo-17-azatricyclo[9.7.0.01,15]octadeca-3,9-dien-2-yl] acetate

Details

• Internal ID: 14b7c280-6d4f-4d46-9369-a187ebb3728c
• Taxonomy: Alkaloids and derivatives > Cytochalasans
• IUPAC Name: [(1R,2S,3E,5R,7S,9E,11R,12S,14S,15R,16S)-16-benzyl-5,12-dihydroxy-5,7,14-trimethyl-13-methylidene-6,18-dioxo-17-azatricyclo[9.7.0.01,15]octadeca-3,9-dien-2-yl] acetate
• InChI: InChI=1S/C30H37NO6/c1-17-10-9-13-22-26(33)19(3)18(2)25-23(16-21-11-7-6-8-12-21)31-28(35)30(22,25)24(37-20(4)32)14-15-29(5,36)27(17)34/h6-9,11-15,17-18,22-26,33,36H,3,10,16H2,1-2,4-5H3,(H,31,35)/b13-9+,15-14+/t17-,18+,22-,23-,24-,25-,26+,29+,30+/m0/s1
• InChI Key: SDZRWUKZFQQKKV-HACPJNQLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₇NO₆
• Molecular Weight: 507.60 g/mol
• Exact Mass: 507.26208790 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 6
• 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	+	0.9746	97.46%
Caco-2	-	0.7824	78.24%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Plasma membrane	0.8351	83.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8357	83.57%
OATP1B3 inhibitior	+	0.9179	91.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9197	91.97%
P-glycoprotein inhibitior	-	0.9168	91.68%
P-glycoprotein substrate	+	0.6057	60.57%
CYP3A4 substrate	+	0.7105	71.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8427	84.27%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.7013	70.13%
CYP2C19 inhibition	-	0.7137	71.37%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	+	0.6135	61.35%
CYP inhibitory promiscuity	+	0.7111	71.11%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.4551	45.51%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9512	95.12%
Skin irritation	-	0.7475	74.75%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4693	46.93%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5066	50.66%
skin sensitisation	-	0.8379	83.79%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7447	74.47%
Acute Oral Toxicity (c)	III	0.3412	34.12%
Estrogen receptor binding	+	0.6403	64.03%
Androgen receptor binding	+	0.6769	67.69%
Thyroid receptor binding	+	0.6473	64.73%
Glucocorticoid receptor binding	+	0.7832	78.32%
Aromatase binding	+	0.5637	56.37%
PPAR gamma	+	0.6423	64.23%
Honey bee toxicity	-	0.6986	69.86%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9732	97.32%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4096	P04637	Cellular tumor antigen p53	79.4 nM	Potency	via Super-PRED
CHEMBL4040	P28482	MAP kinase ERK2	2.5 nM	Potency	via Super-PRED
CHEMBL1293224	P10636	Microtubule-associated protein tau	316.2 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.00%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.55%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.69%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.96%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.41%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.16%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	90.59%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.06%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.28%	85.14%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.90%	94.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.56%	95.89%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	83.53%	97.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.81%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.45%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.70%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.55%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.20%	82.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16725079
• LOTUS: LTS0256243
• wikiData: Q105250949