[(3S,3aR,4S,6R,6aR,9bS)-6-hydroxy-3,6,9-trimethyl-2,8-dioxo-3a,4,5,6a,7,9b-hexahydro-3H-azuleno[4,5-b]furan-4-yl] acetate

Details

• Internal ID: 93559690-e3a9-48b9-b6af-794201c99a63
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: [(3S,3aR,4S,6R,6aR,9bS)-6-hydroxy-3,6,9-trimethyl-2,8-dioxo-3a,4,5,6a,7,9b-hexahydro-3H-azuleno[4,5-b]furan-4-yl] acetate
• InChI: InChI=1S/C17H22O6/c1-7-11(19)5-10-13(7)15-14(8(2)16(20)23-15)12(22-9(3)18)6-17(10,4)21/h8,10,12,14-15,21H,5-6H2,1-4H3/t8-,10+,12-,14+,15+,17+/m0/s1
• InChI Key: AIYRJNOLOMUWJR-PDRDROHZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₆
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.14163842 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.16
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.6734	67.34%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6224	62.24%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8841	88.41%
OATP1B3 inhibitior	+	0.9214	92.14%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8295	82.95%
P-glycoprotein inhibitior	-	0.6587	65.87%
P-glycoprotein substrate	-	0.7301	73.01%
CYP3A4 substrate	+	0.6473	64.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9119	91.19%
CYP3A4 inhibition	-	0.6345	63.45%
CYP2C9 inhibition	-	0.7825	78.25%
CYP2C19 inhibition	-	0.8813	88.13%
CYP2D6 inhibition	-	0.9656	96.56%
CYP1A2 inhibition	-	0.5961	59.61%
CYP2C8 inhibition	-	0.8811	88.11%
CYP inhibitory promiscuity	-	0.9566	95.66%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4919	49.19%
Eye corrosion	-	0.9779	97.79%
Eye irritation	-	0.7410	74.10%
Skin irritation	-	0.5247	52.47%
Skin corrosion	-	0.8980	89.80%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3738	37.38%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6066	60.66%
skin sensitisation	-	0.7675	76.75%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.6977	69.77%
Acute Oral Toxicity (c)	II	0.3891	38.91%
Estrogen receptor binding	+	0.7499	74.99%
Androgen receptor binding	+	0.6439	64.39%
Thyroid receptor binding	+	0.5522	55.22%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.7005	70.05%
PPAR gamma	-	0.5432	54.32%
Honey bee toxicity	-	0.7707	77.07%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5550	55.50%
Fish aquatic toxicity	+	0.9770	97.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.73%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.15%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.75%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.47%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.73%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.73%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.13%	97.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.25%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.52%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.46%	91.19%
CHEMBL2581	P07339	Cathepsin D	82.32%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.24%	94.45%

Plants that contains it

• Eriocephalus giessii

Cross-Links

• PubChem: 13895582
• LOTUS: LTS0003935
• wikiData: Q104913043