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

Details

• Internal ID: 2c7b12ef-18d2-49ea-bbba-374de9e573bd
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (4R,9aS,9bR)-4-hydroxy-3,6,9-trimethyl-4,5,9a,9b-tetrahydroazuleno[4,5-b]furan-2,7-dione
• SMILES (Canonical): CC1=C2C(C3C(=C(C(=O)O3)C)C(C1)O)C(=CC2=O)C
• SMILES (Isomeric): CC1=C2[C@@H]([C@@H]3C(=C(C(=O)O3)C)[C@@H](C1)O)C(=CC2=O)C
• InChI: InChI=1S/C15H16O4/c1-6-4-10(17)13-8(3)15(18)19-14(13)12-7(2)5-9(16)11(6)12/h5,10,12,14,17H,4H2,1-3H3/t10-,12+,14-/m1/s1
• InChI Key: QMNXHFYGMWHEEN-SCDSUCTJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 1.45
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9898	98.98%
Caco-2	+	0.6519	65.19%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5333	53.33%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9417	94.17%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8505	85.05%
P-glycoprotein inhibitior	-	0.8952	89.52%
P-glycoprotein substrate	-	0.8850	88.50%
CYP3A4 substrate	+	0.5050	50.50%
CYP2C9 substrate	-	0.7859	78.59%
CYP2D6 substrate	-	0.8901	89.01%
CYP3A4 inhibition	-	0.8705	87.05%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9256	92.56%
CYP2D6 inhibition	-	0.9593	95.93%
CYP1A2 inhibition	-	0.7028	70.28%
CYP2C8 inhibition	-	0.9070	90.70%
CYP inhibitory promiscuity	-	0.9617	96.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Danger	0.4320	43.20%
Eye corrosion	-	0.9486	94.86%
Eye irritation	-	0.5287	52.87%
Skin irritation	-	0.5342	53.42%
Skin corrosion	-	0.8918	89.18%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6227	62.27%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.6783	67.83%
skin sensitisation	-	0.7302	73.02%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5994	59.94%
Acute Oral Toxicity (c)	II	0.3903	39.03%
Estrogen receptor binding	-	0.6706	67.06%
Androgen receptor binding	-	0.5185	51.85%
Thyroid receptor binding	-	0.6627	66.27%
Glucocorticoid receptor binding	-	0.5809	58.09%
Aromatase binding	-	0.8861	88.61%
PPAR gamma	-	0.7749	77.49%
Honey bee toxicity	-	0.9157	91.57%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8782	87.82%

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	91.89%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.28%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.95%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.47%	85.14%
CHEMBL230	P35354	Cyclooxygenase-2	85.78%	89.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.37%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	80.92%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	80.75%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163002567
• LOTUS: LTS0173639
• wikiData: Q105224092