Smtp-42

Details

• Internal ID: 0b49ae3f-2fa4-49fe-b314-c71c353708d3
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones
• IUPAC Name: 4-[(2S,3S)-2-(4,8-dimethylnona-3,7-dienyl)-3,5-dihydroxy-2-methyl-7-oxo-4,9-dihydro-3H-pyrano[2,3-e]isoindol-8-yl]benzenesulfonic acid
• SMILES (Canonical): CC(=CCCC(=CCCC1(C(CC2=C(C=C3C(=C2O1)CN(C3=O)C4=CC=C(C=C4)S(=O)(=O)O)O)O)C)C)C
• SMILES (Isomeric): CC(=CCCC(=CCC[C@]1([C@H](CC2=C(C=C3C(=C2O1)CN(C3=O)C4=CC=C(C=C4)S(=O)(=O)O)O)O)C)C)C
• InChI: InChI=1S/C29H35NO7S/c1-18(2)7-5-8-19(3)9-6-14-29(4)26(32)16-23-25(31)15-22-24(27(23)37-29)17-30(28(22)33)20-10-12-21(13-11-20)38(34,35)36/h7,9-13,15,26,31-32H,5-6,8,14,16-17H2,1-4H3,(H,34,35,36)/t26-,29-/m0/s1
• InChI Key: NZZILTBWQOFZBT-WNJJXGMVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₅NO₇S
• Molecular Weight: 541.70 g/mol
• Exact Mass: 541.21342363 g/mol
• Topological Polar Surface Area (TPSA): 133.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.33
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

• 4-((2S,3S)-2-(4,8-Dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2-methyl-7-oxo-2H,3H,4H,7H,8H,9H-pyrano(2,3-e)isoindol-8-yl)benzene-1-sulfonate
• 4-((2S,3S)-2-(4,8-Dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2-methyl-7-oxo-2H,3H,4H,7H,8H,9H-pyrano(2,3-e)isoindol-8-yl)benzene-1-sulphonate
• 4-((2S,3S)-2-(4,8-Dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2-methyl-7-oxo-2H,3H,4H,7H,8H,9H-pyrano(2,3-e)isoindol-8-yl)benzene-1-sulphonic acid
• 4-[(2S,3S)-2-(4,8-Dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2-methyl-7-oxo-2H,3H,4H,7H,8H,9H-pyrano[2,3-e]isoindol-8-yl]benzene-1-sulfonate
• 4-[(2S,3S)-2-(4,8-Dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2-methyl-7-oxo-2H,3H,4H,7H,8H,9H-pyrano[2,3-e]isoindol-8-yl]benzene-1-sulphonate
• 4-[(2S,3S)-2-(4,8-Dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2-methyl-7-oxo-2H,3H,4H,7H,8H,9H-pyrano[2,3-e]isoindol-8-yl]benzene-1-sulphonic acid
• RefChem:183429
• SCHEMBL29406164
• CHEBI:210119
• 4-[(2S,3S)-2-(4,8-dimethylnona-3,7-dienyl)-3,5-dihydroxy-2-methyl-7-oxo-4,9-dihydro-3H-pyrano[2,3-e]isoindol-8-yl]benzenesulonic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9066	90.66%
Caco-2	-	0.8055	80.55%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Plasma membrane	0.3916	39.16%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8713	87.13%
OATP1B3 inhibitior	+	0.9301	93.01%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9370	93.70%
P-glycoprotein inhibitior	+	0.7930	79.30%
P-glycoprotein substrate	+	0.6590	65.90%
CYP3A4 substrate	+	0.6683	66.83%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.8256	82.56%
CYP3A4 inhibition	+	0.5286	52.86%
CYP2C9 inhibition	-	0.6613	66.13%
CYP2C19 inhibition	-	0.6433	64.33%
CYP2D6 inhibition	-	0.8570	85.70%
CYP1A2 inhibition	-	0.7384	73.84%
CYP2C8 inhibition	+	0.5891	58.91%
CYP inhibitory promiscuity	-	0.5954	59.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	+	0.6300	63.00%
Carcinogenicity (trinary)	Non-required	0.5502	55.02%
Eye corrosion	-	0.9772	97.72%
Eye irritation	-	0.9143	91.43%
Skin irritation	-	0.7591	75.91%
Skin corrosion	-	0.9070	90.70%
Ames mutagenesis	-	0.5374	53.74%
Human Ether-a-go-go-Related Gene inhibition	+	0.6445	64.45%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8341	83.41%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5057	50.57%
Acute Oral Toxicity (c)	III	0.5896	58.96%
Estrogen receptor binding	+	0.8053	80.53%
Androgen receptor binding	+	0.6879	68.79%
Thyroid receptor binding	+	0.5468	54.68%
Glucocorticoid receptor binding	+	0.7744	77.44%
Aromatase binding	+	0.6731	67.31%
PPAR gamma	+	0.6489	64.89%
Honey bee toxicity	-	0.7578	75.78%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5697	Q9GZT9	Egl nine homolog 1	99.05%	93.40%
CHEMBL2581	P07339	Cathepsin D	98.57%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.41%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.36%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.60%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.99%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.05%	86.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	89.78%	95.83%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.70%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	87.99%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.96%	94.45%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.95%	92.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.36%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.43%	99.23%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.18%	96.90%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.38%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.64%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.60%	96.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.15%	92.94%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.60%	93.10%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.29%	93.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.20%	90.71%
CHEMBL284	P27487	Dipeptidyl peptidase IV	81.37%	95.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 123773742
• LOTUS: LTS0212359
• wikiData: Q105188530