(7S*,16S*,18S*,19R*)-7,18-dihydroxy-19-O-(4-methyl-6(E),8(E)-hexadecadienoyl)-16,18-dimethyl-10-phenyl-[11]-cytochalasa-6(12),13(E)-diene-1,21-dione

Details

• Internal ID: eb06c103-f8fa-4fbe-85c7-2c6016aa6cfe
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives > Isoindoles
• IUPAC Name: [(1S,4R,5R,7R,9E,11S,12R,14R,15S,16R)-16-benzyl-5,12-dihydroxy-5,7,14-trimethyl-13-methylidene-2,18-dioxo-17-azatricyclo[9.7.0.01,15]octadec-9-en-4-yl] (6E,8E)-4-methylhexadeca-6,8-dienoate
• SMILES (Canonical): CCCCCCCC=CC=CCC(C)CCC(=O)OC1CC(=O)C23C(C=CCC(CC1(C)O)C)C(C(=C)C(C2C(NC3=O)CC4=CC=CC=C4)C)O
• SMILES (Isomeric): CCCCCCC/C=C/C=C/CC(C)CCC(=O)O[C@@H]1CC(=O)[C@@]23[C@H](/C=C/C[C@H](C[C@@]1(C)O)C)[C@H](C(=C)[C@@H]([C@@H]2[C@H](NC3=O)CC4=CC=CC=C4)C)O
• InChI: InChI=1S/C45H65NO6/c1-7-8-9-10-11-12-13-14-15-17-21-31(2)26-27-40(48)52-39-29-38(47)45-36(25-20-22-32(3)30-44(39,6)51)42(49)34(5)33(4)41(45)37(46-43(45)50)28-35-23-18-16-19-24-35/h13-20,23-25,31-33,36-37,39,41-42,49,51H,5,7-12,21-22,26-30H2,1-4,6H3,(H,46,50)/b14-13+,17-15+,25-20+/t31?,32-,33+,36-,37-,39-,41-,42+,44-,45+/m1/s1
• InChI Key: NFDUYCJMCKGNSR-QJEWFHDLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₆₅NO₆
• Molecular Weight: 716.00 g/mol
• Exact Mass: 715.48118879 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 9.10
• Atomic LogP (AlogP): 8.40
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 15

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	-	0.8489	84.89%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Plasma membrane	0.5883	58.83%
OATP2B1 inhibitior	+	0.5668	56.68%
OATP1B1 inhibitior	+	0.7930	79.30%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6822	68.22%
BSEP inhibitior	+	0.9935	99.35%
P-glycoprotein inhibitior	+	0.7306	73.06%
P-glycoprotein substrate	+	0.7818	78.18%
CYP3A4 substrate	+	0.7430	74.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8619	86.19%
CYP3A4 inhibition	+	0.5375	53.75%
CYP2C9 inhibition	-	0.7114	71.14%
CYP2C19 inhibition	-	0.6416	64.16%
CYP2D6 inhibition	-	0.8997	89.97%
CYP1A2 inhibition	-	0.7419	74.19%
CYP2C8 inhibition	+	0.7813	78.13%
CYP inhibitory promiscuity	+	0.6122	61.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4909	49.09%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9221	92.21%
Skin irritation	-	0.6766	67.66%
Skin corrosion	-	0.9321	93.21%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7291	72.91%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.5799	57.99%
skin sensitisation	-	0.8586	85.86%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7216	72.16%
Acute Oral Toxicity (c)	III	0.4629	46.29%
Estrogen receptor binding	+	0.8431	84.31%
Androgen receptor binding	+	0.7079	70.79%
Thyroid receptor binding	+	0.5320	53.20%
Glucocorticoid receptor binding	+	0.7669	76.69%
Aromatase binding	+	0.5695	56.95%
PPAR gamma	+	0.7373	73.73%
Honey bee toxicity	-	0.7126	71.26%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	+	0.9942	99.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.84%	98.95%
CHEMBL240	Q12809	HERG	98.48%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.22%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.68%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.77%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.72%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	95.49%	98.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.30%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	94.21%	95.50%
CHEMBL2996	Q05655	Protein kinase C delta	93.54%	97.79%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.68%	96.95%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.92%	97.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.82%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	91.61%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.10%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.70%	96.47%
CHEMBL1914	P06276	Butyrylcholinesterase	89.74%	95.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.60%	85.31%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.46%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.93%	93.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.03%	82.69%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.33%	90.71%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	86.97%	95.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.43%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.99%	95.89%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.38%	94.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.59%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.43%	94.75%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	83.35%	92.08%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.11%	92.62%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	83.02%	91.81%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.05%	94.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583626
• LOTUS: LTS0096271
• wikiData: Q75064710