(2E)-9-[(2S,3S,8R)-3,8-dihydroxy-2-methyl-5-oxo-4,6,7,8-tetrahydro-3H-chromen-2-yl]-2,6-dimethylnona-2,6-dienoic acid

Details

• Internal ID: 2bedf741-243d-4b43-91a5-7b10cc3d5585
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: (2E)-9-[(2S,3S,8R)-3,8-dihydroxy-2-methyl-5-oxo-4,6,7,8-tetrahydro-3H-chromen-2-yl]-2,6-dimethylnona-2,6-dienoic acid
• InChI: InChI=1S/C21H30O6/c1-13(6-4-8-14(2)20(25)26)7-5-11-21(3)18(24)12-15-16(22)9-10-17(23)19(15)27-21/h7-8,17-18,23-24H,4-6,9-12H2,1-3H3,(H,25,26)/b13-7?,14-8+/t17-,18+,21+/m1/s1
• InChI Key: IJYNRXGMDZDCJS-KROVSNERSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₆
• Molecular Weight: 378.50 g/mol
• Exact Mass: 378.20423867 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 3.04
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9624	96.24%
Caco-2	-	0.5272	52.72%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7700	77.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8469	84.69%
OATP1B3 inhibitior	+	0.8593	85.93%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6021	60.21%
BSEP inhibitior	+	0.6601	66.01%
P-glycoprotein inhibitior	-	0.6084	60.84%
P-glycoprotein substrate	-	0.6994	69.94%
CYP3A4 substrate	+	0.6168	61.68%
CYP2C9 substrate	+	0.5976	59.76%
CYP2D6 substrate	-	0.8876	88.76%
CYP3A4 inhibition	-	0.5572	55.72%
CYP2C9 inhibition	-	0.9468	94.68%
CYP2C19 inhibition	-	0.9036	90.36%
CYP2D6 inhibition	-	0.9595	95.95%
CYP1A2 inhibition	-	0.8569	85.69%
CYP2C8 inhibition	-	0.6510	65.10%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6235	62.35%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9120	91.20%
Skin irritation	+	0.6802	68.02%
Skin corrosion	-	0.9290	92.90%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3797	37.97%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8427	84.27%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7406	74.06%
Acute Oral Toxicity (c)	III	0.4140	41.40%
Estrogen receptor binding	+	0.5933	59.33%
Androgen receptor binding	-	0.5287	52.87%
Thyroid receptor binding	-	0.5297	52.97%
Glucocorticoid receptor binding	+	0.5697	56.97%
Aromatase binding	+	0.5881	58.81%
PPAR gamma	+	0.6460	64.60%
Honey bee toxicity	-	0.8608	86.08%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9809	98.09%

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	98.10%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.85%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.02%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.38%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.94%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.29%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.91%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.52%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.42%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.32%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.94%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.33%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.29%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162883715
• LOTUS: LTS0253830
• wikiData: Q105114227