(9b-Hydroxy-6,6,9a-trimethyl-1-oxo-3,5,5a,7,8,9-hexahydrobenzo[e][2]benzofuran-5-yl) hexa-2,4-dienoate

Details

• Internal ID: 38fe3583-4fa2-46bc-bb60-03905085dc0d
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (9b-hydroxy-6,6,9a-trimethyl-1-oxo-3,5,5a,7,8,9-hexahydrobenzo[e][2]benzofuran-5-yl) hexa-2,4-dienoate
• InChI: InChI=1S/C21H28O5/c1-5-6-7-9-16(22)26-15-12-14-13-25-18(23)21(14,24)20(4)11-8-10-19(2,3)17(15)20/h5-7,9,12,15,17,24H,8,10-11,13H2,1-4H3
• InChI Key: ZMZWVJLMOBCSEP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₅
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.19367399 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	+	0.5260	52.60%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8604	86.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8501	85.01%
OATP1B3 inhibitior	+	0.7965	79.65%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5604	56.04%
BSEP inhibitior	-	0.6369	63.69%
P-glycoprotein inhibitior	-	0.6420	64.20%
P-glycoprotein substrate	-	0.7455	74.55%
CYP3A4 substrate	+	0.6483	64.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9118	91.18%
CYP3A4 inhibition	-	0.8389	83.89%
CYP2C9 inhibition	+	0.5401	54.01%
CYP2C19 inhibition	-	0.8029	80.29%
CYP2D6 inhibition	-	0.9063	90.63%
CYP1A2 inhibition	+	0.5192	51.92%
CYP2C8 inhibition	-	0.5727	57.27%
CYP inhibitory promiscuity	-	0.7849	78.49%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5186	51.86%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9763	97.63%
Skin irritation	-	0.5175	51.75%
Skin corrosion	-	0.9250	92.50%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6431	64.31%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.6126	61.26%
skin sensitisation	-	0.8214	82.14%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6582	65.82%
Acute Oral Toxicity (c)	III	0.5896	58.96%
Estrogen receptor binding	+	0.7147	71.47%
Androgen receptor binding	+	0.6665	66.65%
Thyroid receptor binding	+	0.5751	57.51%
Glucocorticoid receptor binding	+	0.6596	65.96%
Aromatase binding	+	0.6307	63.07%
PPAR gamma	-	0.5591	55.91%
Honey bee toxicity	-	0.8599	85.99%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9950	99.50%

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	93.90%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.91%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.75%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.20%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.44%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.47%	89.00%
CHEMBL2039	P27338	Monoamine oxidase B	86.47%	92.51%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.31%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.79%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.36%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.16%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.67%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.60%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	80.28%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85189305
• LOTUS: LTS0000016
• wikiData: Q104202593