(6,8,9-trihydroxy-3,6,9-trimethyl-2-oxo-3a,4,5,8,9a,9b-hexahydro-3H-azuleno[4,5-b]furan-4-yl) acetate

Details

• Internal ID: b0cc12d3-3eb6-4a17-bf61-af0d16298879
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (6,8,9-trihydroxy-3,6,9-trimethyl-2-oxo-3a,4,5,8,9a,9b-hexahydro-3H-azuleno[4,5-b]furan-4-yl) acetate
• SMILES (Canonical): CC1C2C(CC(C3=CC(C(C3C2OC1=O)(C)O)O)(C)O)OC(=O)C
• SMILES (Isomeric): CC1C2C(CC(C3=CC(C(C3C2OC1=O)(C)O)O)(C)O)OC(=O)C
• InChI: InChI=1S/C17H24O7/c1-7-12-10(23-8(2)18)6-16(3,21)9-5-11(19)17(4,22)13(9)14(12)24-15(7)20/h5,7,10-14,19,21-22H,6H2,1-4H3
• InChI Key: KGGKPXJSOGJLKI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₇
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.15220310 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -0.08
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9670	96.70%
Caco-2	-	0.6800	68.00%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5714	57.14%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.9149	91.49%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8258	82.58%
P-glycoprotein inhibitior	-	0.7799	77.99%
P-glycoprotein substrate	-	0.6439	64.39%
CYP3A4 substrate	+	0.6352	63.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8682	86.82%
CYP3A4 inhibition	-	0.6827	68.27%
CYP2C9 inhibition	-	0.8178	81.78%
CYP2C19 inhibition	-	0.8389	83.89%
CYP2D6 inhibition	-	0.9454	94.54%
CYP1A2 inhibition	-	0.6892	68.92%
CYP2C8 inhibition	-	0.8758	87.58%
CYP inhibitory promiscuity	-	0.9502	95.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Danger	0.3820	38.20%
Eye corrosion	-	0.9780	97.80%
Eye irritation	-	0.8900	89.00%
Skin irritation	-	0.5942	59.42%
Skin corrosion	-	0.8968	89.68%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3765	37.65%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5908	59.08%
skin sensitisation	-	0.7583	75.83%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5307	53.07%
Acute Oral Toxicity (c)	III	0.3985	39.85%
Estrogen receptor binding	+	0.5365	53.65%
Androgen receptor binding	+	0.5335	53.35%
Thyroid receptor binding	+	0.6082	60.82%
Glucocorticoid receptor binding	+	0.5412	54.12%
Aromatase binding	-	0.6534	65.34%
PPAR gamma	-	0.6204	62.04%
Honey bee toxicity	-	0.7866	78.66%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.8859	88.59%

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	96.54%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.87%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.96%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.38%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.50%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.82%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.70%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	83.22%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.24%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.26%	97.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.42%	94.80%

Plants that contains it

• Artemisia arborescens

Cross-Links

• PubChem: 14164979
• LOTUS: LTS0266129
• wikiData: Q105140759