(2E,4E)-6-[[(5R,5aS,9aS,9bS)-9b-hydroxy-6,6,9a-trimethyl-1-oxo-3,5,5a,7,8,9-hexahydrobenzo[e][2]benzofuran-5-yl]oxy]-6-oxohexa-2,4-dienoic acid

Details

• Internal ID: 5055d603-1058-4fc8-a901-38f632ad2500
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (2E,4E)-6-[[(5R,5aS,9aS,9bS)-9b-hydroxy-6,6,9a-trimethyl-1-oxo-3,5,5a,7,8,9-hexahydrobenzo[e][2]benzofuran-5-yl]oxy]-6-oxohexa-2,4-dienoic acid
• InChI: InChI=1S/C21H26O7/c1-19(2)9-6-10-20(3)17(19)14(11-13-12-27-18(25)21(13,20)26)28-16(24)8-5-4-7-15(22)23/h4-5,7-8,11,14,17,26H,6,9-10,12H2,1-3H3,(H,22,23)/b7-4+,8-5+/t14-,17+,20+,21+/m1/s1
• InChI Key: WWELYLJKFRXUQW-BHEWPMNNSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₇
• Molecular Weight: 390.40 g/mol
• Exact Mass: 390.16785316 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.16
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	-	0.6331	63.31%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8632	86.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8667	86.67%
OATP1B3 inhibitior	+	0.8245	82.45%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5396	53.96%
BSEP inhibitior	-	0.4898	48.98%
P-glycoprotein inhibitior	-	0.5843	58.43%
P-glycoprotein substrate	-	0.7925	79.25%
CYP3A4 substrate	+	0.6392	63.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9131	91.31%
CYP3A4 inhibition	-	0.8325	83.25%
CYP2C9 inhibition	-	0.5294	52.94%
CYP2C19 inhibition	-	0.8518	85.18%
CYP2D6 inhibition	-	0.9045	90.45%
CYP1A2 inhibition	-	0.5208	52.08%
CYP2C8 inhibition	-	0.5842	58.42%
CYP inhibitory promiscuity	-	0.7410	74.10%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4850	48.50%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9420	94.20%
Skin irritation	-	0.5149	51.49%
Skin corrosion	-	0.9275	92.75%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6713	67.13%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5751	57.51%
skin sensitisation	-	0.8242	82.42%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6654	66.54%
Acute Oral Toxicity (c)	III	0.5515	55.15%
Estrogen receptor binding	+	0.6595	65.95%
Androgen receptor binding	+	0.6635	66.35%
Thyroid receptor binding	+	0.6093	60.93%
Glucocorticoid receptor binding	+	0.6523	65.23%
Aromatase binding	+	0.6763	67.63%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8720	87.20%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9952	99.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.94%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.53%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.77%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.27%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.50%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.08%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.59%	95.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.34%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.61%	99.23%
CHEMBL5255	O00206	Toll-like receptor 4	80.74%	92.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44480216
• LOTUS: LTS0257405
• wikiData: Q105313959