6,8-Dihydroxy-1,5,8-trimethyl-1,3a,4,5,5a,6,7,9a-octahydroazuleno[6,5-b]furan-2-one

Details

• Internal ID: 54747498-3d5d-4f58-b90f-0888e32e91e1
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 6,8-dihydroxy-1,5,8-trimethyl-1,3a,4,5,5a,6,7,9a-octahydroazuleno[6,5-b]furan-2-one
• SMILES (Canonical): CC1CC2C(C=C3C1C(CC3(C)O)O)C(C(=O)O2)C
• SMILES (Isomeric): CC1CC2C(C=C3C1C(CC3(C)O)O)C(C(=O)O2)C
• InChI: InChI=1S/C15H22O4/c1-7-4-12-9(8(2)14(17)19-12)5-10-13(7)11(16)6-15(10,3)18/h5,7-9,11-13,16,18H,4,6H2,1-3H3
• InChI Key: MCANGZFHUXRWCD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.26
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9676	96.76%
Caco-2	+	0.6769	67.69%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4515	45.15%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	+	0.9270	92.70%
OATP1B3 inhibitior	+	0.9629	96.29%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9098	90.98%
P-glycoprotein inhibitior	-	0.9223	92.23%
P-glycoprotein substrate	-	0.7195	71.95%
CYP3A4 substrate	+	0.5855	58.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8482	84.82%
CYP3A4 inhibition	-	0.8231	82.31%
CYP2C9 inhibition	-	0.8279	82.79%
CYP2C19 inhibition	-	0.8559	85.59%
CYP2D6 inhibition	-	0.9484	94.84%
CYP1A2 inhibition	-	0.6292	62.92%
CYP2C8 inhibition	-	0.9430	94.30%
CYP inhibitory promiscuity	-	0.8740	87.40%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.3943	39.43%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.9597	95.97%
Skin irritation	-	0.5152	51.52%
Skin corrosion	-	0.8996	89.96%
Ames mutagenesis	-	0.6337	63.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6432	64.32%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.7454	74.54%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6656	66.56%
Acute Oral Toxicity (c)	II	0.3505	35.05%
Estrogen receptor binding	-	0.4790	47.90%
Androgen receptor binding	-	0.5636	56.36%
Thyroid receptor binding	+	0.5990	59.90%
Glucocorticoid receptor binding	-	0.6105	61.05%
Aromatase binding	-	0.7153	71.53%
PPAR gamma	-	0.7287	72.87%
Honey bee toxicity	-	0.8811	88.11%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8927	89.27%

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	95.23%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.76%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.66%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.05%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.18%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.37%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.06%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.84%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.11%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.28%	92.94%

Plants that contains it

• Hymenoxys odorata

Cross-Links

• PubChem: 14488528
• LOTUS: LTS0131441
• wikiData: Q105161069