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

Details

• Internal ID: 3842a89a-87b5-4048-a6fe-7affa12f8cc2
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 3a-(hydroxymethyl)-6,9a-dimethyl-2-oxo-1,5a,7,8,9,9b-hexahydrobenzo[e][1]benzofuran-6-carboxylic acid
• SMILES (Canonical): CC12CCCC(C1C=CC3(C2CC(=O)O3)CO)(C)C(=O)O
• SMILES (Isomeric): CC12CCCC(C1C=CC3(C2CC(=O)O3)CO)(C)C(=O)O
• InChI: InChI=1S/C16H22O5/c1-14-5-3-6-15(2,13(19)20)10(14)4-7-16(9-17)11(14)8-12(18)21-16/h4,7,10-11,17H,3,5-6,8-9H2,1-2H3,(H,19,20)
• InChI Key: OLPZVAKACBWEBK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₅
• Molecular Weight: 294.34 g/mol
• Exact Mass: 294.14672380 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.75
• 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	+	0.9719	97.19%
Caco-2	+	0.6726	67.26%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8312	83.12%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.7939	79.39%
OATP1B3 inhibitior	+	0.9390	93.90%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5033	50.33%
BSEP inhibitior	-	0.7984	79.84%
P-glycoprotein inhibitior	-	0.8980	89.80%
P-glycoprotein substrate	-	0.8071	80.71%
CYP3A4 substrate	+	0.5669	56.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8755	87.55%
CYP3A4 inhibition	-	0.6152	61.52%
CYP2C9 inhibition	-	0.8875	88.75%
CYP2C19 inhibition	-	0.9056	90.56%
CYP2D6 inhibition	-	0.9463	94.63%
CYP1A2 inhibition	-	0.8739	87.39%
CYP2C8 inhibition	-	0.8068	80.68%
CYP inhibitory promiscuity	-	0.8864	88.64%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6268	62.68%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9205	92.05%
Skin irritation	-	0.6212	62.12%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7459	74.59%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5300	53.00%
skin sensitisation	-	0.9243	92.43%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5535	55.35%
Acute Oral Toxicity (c)	III	0.6712	67.12%
Estrogen receptor binding	+	0.7248	72.48%
Androgen receptor binding	+	0.5686	56.86%
Thyroid receptor binding	+	0.5490	54.90%
Glucocorticoid receptor binding	+	0.6220	62.20%
Aromatase binding	+	0.5431	54.31%
PPAR gamma	+	0.5410	54.10%
Honey bee toxicity	-	0.9451	94.51%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9760	97.60%

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	96.93%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.54%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.69%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.94%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.88%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.81%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.08%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.23%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.06%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.27%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 74941982
• LOTUS: LTS0167279
• wikiData: Q104193493