2,12-Dihydroxy-16-[(2-hydroxyphenyl)methyl]-5,7,14-trimethyl-13-methylidene-17-azatricyclo[9.7.0.01,15]octadeca-3,9-dien-18-one

Details

• Internal ID: a6f8eef1-e15c-4c5e-9e1c-281101b029f4
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives > Isoindoles
• IUPAC Name: 2,12-dihydroxy-16-[(2-hydroxyphenyl)methyl]-5,7,14-trimethyl-13-methylidene-17-azatricyclo[9.7.0.01,15]octadeca-3,9-dien-18-one
• InChI: InChI=1S/C28H37NO4/c1-16-8-7-10-21-26(32)19(4)18(3)25-22(15-20-9-5-6-11-23(20)30)29-27(33)28(21,25)24(31)13-12-17(2)14-16/h5-7,9-13,16-18,21-22,24-26,30-32H,4,8,14-15H2,1-3H3,(H,29,33)
• InChI Key: GPYFHLIYZCGNSD-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₇NO₄
• Molecular Weight: 451.60 g/mol
• Exact Mass: 451.27225866 g/mol
• Topological Polar Surface Area (TPSA): 89.80 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.76
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	-	0.7226	72.26%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Plasma membrane	0.4402	44.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8299	82.99%
OATP1B3 inhibitior	+	0.9296	92.96%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8847	88.47%
P-glycoprotein inhibitior	-	0.7828	78.28%
P-glycoprotein substrate	+	0.6598	65.98%
CYP3A4 substrate	+	0.6662	66.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7729	77.29%
CYP3A4 inhibition	-	0.8555	85.55%
CYP2C9 inhibition	+	0.5148	51.48%
CYP2C19 inhibition	-	0.6304	63.04%
CYP2D6 inhibition	-	0.8351	83.51%
CYP1A2 inhibition	-	0.6052	60.52%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.7849	78.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5017	50.17%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9688	96.88%
Skin irritation	-	0.7800	78.00%
Skin corrosion	-	0.9325	93.25%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7048	70.48%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.6309	63.09%
skin sensitisation	-	0.8042	80.42%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5083	50.83%
Acute Oral Toxicity (c)	III	0.4304	43.04%
Estrogen receptor binding	+	0.6614	66.14%
Androgen receptor binding	+	0.6377	63.77%
Thyroid receptor binding	+	0.6409	64.09%
Glucocorticoid receptor binding	+	0.7717	77.17%
Aromatase binding	+	0.6145	61.45%
PPAR gamma	+	0.6536	65.36%
Honey bee toxicity	-	0.7306	73.06%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9590	95.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.11%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.78%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.67%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	93.91%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.70%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.74%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.41%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.70%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.10%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.09%	90.71%
CHEMBL4208	P20618	Proteasome component C5	85.21%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.95%	91.07%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	80.18%	97.64%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163064090
• LOTUS: LTS0049823
• wikiData: Q104167375