(3R,3aR,9aR,9bR)-3,6,9-trimethyl-3,3a,9a,9b-tetrahydroazuleno[4,5-b]furan-2,7-dione

Details

• Internal ID: 0f902d14-1ea6-474d-9748-82e516db55c1
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3R,3aR,9aR,9bR)-3,6,9-trimethyl-3,3a,9a,9b-tetrahydroazuleno[4,5-b]furan-2,7-dione
• SMILES (Canonical): CC1C2C=CC(=C3C(C2OC1=O)C(=CC3=O)C)C
• SMILES (Isomeric): C[C@@H]1[C@H]2C=CC(=C3[C@H]([C@@H]2OC1=O)C(=CC3=O)C)C
• InChI: InChI=1S/C15H16O3/c1-7-4-5-10-9(3)15(17)18-14(10)13-8(2)6-11(16)12(7)13/h4-6,9-10,13-14H,1-3H3/t9-,10-,13-,14-/m1/s1
• InChI Key: ZCQUVYYTTJUIOH-DMTCVQMQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 3
• 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	+	0.9967	99.67%
Caco-2	+	0.7647	76.47%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6133	61.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9174	91.74%
OATP1B3 inhibitior	+	0.9613	96.13%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7739	77.39%
P-glycoprotein inhibitior	-	0.8891	88.91%
P-glycoprotein substrate	-	0.8553	85.53%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9072	90.72%
CYP3A4 inhibition	-	0.9283	92.83%
CYP2C9 inhibition	-	0.9168	91.68%
CYP2C19 inhibition	-	0.9024	90.24%
CYP2D6 inhibition	-	0.9442	94.42%
CYP1A2 inhibition	+	0.5329	53.29%
CYP2C8 inhibition	-	0.9452	94.52%
CYP inhibitory promiscuity	-	0.7604	76.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9260	92.60%
Carcinogenicity (trinary)	Non-required	0.3986	39.86%
Eye corrosion	-	0.7637	76.37%
Eye irritation	-	0.5469	54.69%
Skin irritation	+	0.5190	51.90%
Skin corrosion	-	0.8594	85.94%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5790	57.90%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	-	0.5603	56.03%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7547	75.47%
Acute Oral Toxicity (c)	III	0.5358	53.58%
Estrogen receptor binding	-	0.7132	71.32%
Androgen receptor binding	+	0.5360	53.60%
Thyroid receptor binding	-	0.6705	67.05%
Glucocorticoid receptor binding	-	0.8124	81.24%
Aromatase binding	-	0.8549	85.49%
PPAR gamma	-	0.8158	81.58%
Honey bee toxicity	-	0.8518	85.18%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9303	93.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.22%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.99%	97.25%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.40%	94.80%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.87%	85.14%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.93%	93.65%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.80%	86.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.19%	91.11%
CHEMBL2581	P07339	Cathepsin D	82.21%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.84%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	81.08%	94.73%

Plants that contains it

• Seriphidium leucodes

Cross-Links

• PubChem: 163195633
• LOTUS: LTS0016930
• wikiData: Q105371370