5-epi-Dilatanolide A

Details

• Internal ID: 8144cf9a-28be-4762-acb5-6b225c824546
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (3R,3aR,9S,9aR,9bS)-3,9,9a-trimethyl-3,3a,4,5,7,8,9,9b-octahydrobenzo[g][1]benzofuran-2-one
• SMILES (Canonical): CC1CCC=C2C1(C3C(CC2)C(C(=O)O3)C)C
• SMILES (Isomeric): C[C@H]1CCC=C2[C@@]1([C@@H]3[C@H](CC2)[C@H](C(=O)O3)C)C
• InChI: InChI=1S/C15H22O2/c1-9-5-4-6-11-7-8-12-10(2)14(16)17-13(12)15(9,11)3/h6,9-10,12-13H,4-5,7-8H2,1-3H3/t9-,10+,12+,13-,15+/m0/s1
• InChI Key: PDQLBZJQPLHGHY-WXCPYFSPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9308	93.08%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.4759	47.59%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9328	93.28%
OATP1B3 inhibitior	+	0.9657	96.57%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8952	89.52%
P-glycoprotein inhibitior	-	0.8828	88.28%
P-glycoprotein substrate	-	0.8857	88.57%
CYP3A4 substrate	+	0.5561	55.61%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.8502	85.02%
CYP3A4 inhibition	-	0.6793	67.93%
CYP2C9 inhibition	-	0.9086	90.86%
CYP2C19 inhibition	+	0.6018	60.18%
CYP2D6 inhibition	-	0.9373	93.73%
CYP1A2 inhibition	+	0.7596	75.96%
CYP2C8 inhibition	-	0.8698	86.98%
CYP inhibitory promiscuity	-	0.6859	68.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4540	45.40%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.8830	88.30%
Skin irritation	+	0.5267	52.67%
Skin corrosion	-	0.9514	95.14%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5808	58.08%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.7231	72.31%
skin sensitisation	+	0.4902	49.02%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.4571	45.71%
Acute Oral Toxicity (c)	III	0.7475	74.75%
Estrogen receptor binding	+	0.5643	56.43%
Androgen receptor binding	+	0.5759	57.59%
Thyroid receptor binding	-	0.7230	72.30%
Glucocorticoid receptor binding	+	0.6429	64.29%
Aromatase binding	-	0.5999	59.99%
PPAR gamma	-	0.6562	65.62%
Honey bee toxicity	-	0.8448	84.48%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9960	99.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.81%	93.40%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.99%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.62%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.67%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.43%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.36%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.81%	94.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.98%	91.11%
CHEMBL4072	P07858	Cathepsin B	86.78%	93.67%
CHEMBL1871	P10275	Androgen Receptor	83.84%	96.43%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.82%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.35%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.75%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.59%	92.94%

Plants that contains it

• Frullania brasiliensis

Cross-Links

• PubChem: 636527
• LOTUS: LTS0036421
• wikiData: Q105206685