(3aR,6S,7R,7aS)-6,7-dihydroxy-6-methyl-2-(3-methylbutanoyl)-4,5,7,7a-tetrahydro-3aH-1-benzofuran-3-carbaldehyde

Details

• Internal ID: b6875e4d-7d96-44d7-a7ef-fd0f7b26bc20
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (3aR,6S,7R,7aS)-6,7-dihydroxy-6-methyl-2-(3-methylbutanoyl)-4,5,7,7a-tetrahydro-3aH-1-benzofuran-3-carbaldehyde
• SMILES (Canonical): CC(C)CC(=O)C1=C(C2CCC(C(C2O1)O)(C)O)C=O
• SMILES (Isomeric): CC(C)CC(=O)C1=C([C@H]2CC[C@]([C@@H]([C@H]2O1)O)(C)O)C=O
• InChI: InChI=1S/C15H22O5/c1-8(2)6-11(17)12-10(7-16)9-4-5-15(3,19)14(18)13(9)20-12/h7-9,13-14,18-19H,4-6H2,1-3H3/t9-,13+,14-,15+/m1/s1
• InChI Key: PJOMFJVGPWAFIC-UVCAVOOOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.33 g/mol
• Exact Mass: 282.14672380 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.98
• H-Bond Acceptor: 5
• 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	+	0.9809	98.09%
Caco-2	-	0.6006	60.06%
Blood Brain Barrier	+	0.6388	63.88%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6992	69.92%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.8503	85.03%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9007	90.07%
P-glycoprotein inhibitior	-	0.8601	86.01%
P-glycoprotein substrate	-	0.7067	70.67%
CYP3A4 substrate	+	0.5618	56.18%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8590	85.90%
CYP3A4 inhibition	-	0.6915	69.15%
CYP2C9 inhibition	-	0.7568	75.68%
CYP2C19 inhibition	-	0.7753	77.53%
CYP2D6 inhibition	-	0.9126	91.26%
CYP1A2 inhibition	-	0.7673	76.73%
CYP2C8 inhibition	-	0.8702	87.02%
CYP inhibitory promiscuity	-	0.8636	86.36%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5516	55.16%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9689	96.89%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8384	83.84%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7453	74.53%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6053	60.53%
skin sensitisation	-	0.7133	71.33%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6065	60.65%
Acute Oral Toxicity (c)	III	0.3953	39.53%
Estrogen receptor binding	-	0.4811	48.11%
Androgen receptor binding	+	0.5733	57.33%
Thyroid receptor binding	+	0.6131	61.31%
Glucocorticoid receptor binding	+	0.7627	76.27%
Aromatase binding	-	0.7311	73.11%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8790	87.90%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9122	91.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.34%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.58%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.10%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.79%	91.11%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.35%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.84%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	86.69%	95.93%
CHEMBL2581	P07339	Cathepsin D	86.04%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.64%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.49%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.58%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	80.94%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.87%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11243023
• LOTUS: LTS0000402
• wikiData: Q105210061