[(3S,3aR,9aR,9bS)-3,6,9-trimethyl-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-3-yl] 2-methylprop-2-enoate

Details

• Internal ID: 7fa77877-39a0-4c6e-83d3-3f98e6cdaf6a
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: [(3S,3aR,9aR,9bS)-3,6,9-trimethyl-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-3-yl] 2-methylprop-2-enoate
• InChI: InChI=1S/C19H22O5/c1-9(2)17(21)24-19(5)12-7-6-10(3)14-13(20)8-11(4)15(14)16(12)23-18(19)22/h8,12,15-16H,1,6-7H2,2-5H3/t12-,15-,16-,19+/m1/s1
• InChI Key: VGDDGHRKYWPSGN-GABDYKALSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₅
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.14672380 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9869	98.69%
Caco-2	+	0.6531	65.31%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5163	51.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9036	90.36%
OATP1B3 inhibitior	+	0.8588	85.88%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7590	75.90%
P-glycoprotein inhibitior	-	0.6004	60.04%
P-glycoprotein substrate	-	0.7172	71.72%
CYP3A4 substrate	+	0.6602	66.02%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.9049	90.49%
CYP3A4 inhibition	-	0.6938	69.38%
CYP2C9 inhibition	-	0.7974	79.74%
CYP2C19 inhibition	-	0.8154	81.54%
CYP2D6 inhibition	-	0.9326	93.26%
CYP1A2 inhibition	+	0.7935	79.35%
CYP2C8 inhibition	-	0.5582	55.82%
CYP inhibitory promiscuity	-	0.8688	86.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4991	49.91%
Eye corrosion	-	0.9656	96.56%
Eye irritation	-	0.7588	75.88%
Skin irritation	-	0.5225	52.25%
Skin corrosion	-	0.8497	84.97%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6490	64.90%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.7283	72.83%
skin sensitisation	-	0.7062	70.62%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7213	72.13%
Acute Oral Toxicity (c)	III	0.4631	46.31%
Estrogen receptor binding	+	0.7668	76.68%
Androgen receptor binding	+	0.6333	63.33%
Thyroid receptor binding	+	0.6145	61.45%
Glucocorticoid receptor binding	+	0.7618	76.18%
Aromatase binding	-	0.5784	57.84%
PPAR gamma	-	0.5703	57.03%
Honey bee toxicity	-	0.7940	79.40%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9859	98.59%

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	96.11%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.90%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.04%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.70%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.01%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.71%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.29%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.32%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	83.85%	83.82%
CHEMBL1871	P10275	Androgen Receptor	83.12%	96.43%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.59%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.27%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.49%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.04%	93.03%

Plants that contains it

• Ferula penninervis

Cross-Links

• PubChem: 11099567
• LOTUS: LTS0050000
• wikiData: Q105285720