3a-(Hydroxymethyl)-6,9a-dimethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrobenzo[e][1]benzofuran-6-carboxylic acid

Details

• Internal ID: 3c2d2491-b428-4843-b745-32bf3a914adb
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 3a-(hydroxymethyl)-6,9a-dimethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrobenzo[e][1]benzofuran-6-carboxylic acid
• SMILES (Canonical): CC12CCCC(C1CCC3(C2CC(=O)O3)CO)(C)C(=O)O
• SMILES (Isomeric): CC12CCCC(C1CCC3(C2CC(=O)O3)CO)(C)C(=O)O
• InChI: InChI=1S/C16H24O5/c1-14-5-3-6-15(2,13(19)20)10(14)4-7-16(9-17)11(14)8-12(18)21-16/h10-11,17H,3-9H2,1-2H3,(H,19,20)
• InChI Key: QQXUVFDWBIAEDS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₅
• Molecular Weight: 296.36 g/mol
• Exact Mass: 296.16237386 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9585	95.85%
Caco-2	+	0.7544	75.44%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8411	84.11%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.7606	76.06%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5717	57.17%
BSEP inhibitior	-	0.7617	76.17%
P-glycoprotein inhibitior	-	0.8572	85.72%
P-glycoprotein substrate	-	0.8886	88.86%
CYP3A4 substrate	+	0.5681	56.81%
CYP2C9 substrate	-	0.6171	61.71%
CYP2D6 substrate	-	0.8661	86.61%
CYP3A4 inhibition	-	0.6911	69.11%
CYP2C9 inhibition	-	0.8531	85.31%
CYP2C19 inhibition	-	0.8953	89.53%
CYP2D6 inhibition	-	0.9549	95.49%
CYP1A2 inhibition	-	0.8712	87.12%
CYP2C8 inhibition	-	0.8670	86.70%
CYP inhibitory promiscuity	-	0.9220	92.20%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6590	65.90%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8369	83.69%
Skin irritation	-	0.6944	69.44%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6557	65.57%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.9401	94.01%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5694	56.94%
Acute Oral Toxicity (c)	III	0.6919	69.19%
Estrogen receptor binding	+	0.7968	79.68%
Androgen receptor binding	+	0.5472	54.72%
Thyroid receptor binding	-	0.5329	53.29%
Glucocorticoid receptor binding	+	0.6850	68.50%
Aromatase binding	+	0.6213	62.13%
PPAR gamma	+	0.6390	63.90%
Honey bee toxicity	-	0.9385	93.85%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9457	94.57%

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	94.74%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.95%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.08%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.98%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.49%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.47%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.46%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.36%	96.38%
CHEMBL4040	P28482	MAP kinase ERK2	83.23%	83.82%
CHEMBL299	P17252	Protein kinase C alpha	82.74%	98.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.58%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.95%	93.04%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.60%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 76513317
• LOTUS: LTS0057022
• wikiData: Q104196113