(5S)-5-hydroxy-5,7,7-trimethyl-6,8-dihydroazuleno[5,6-c]furan-4,9-dione

Details

• Internal ID: c5f793d2-19f9-4f54-8c5d-142d2a9d55f2
• Taxonomy: Organoheterocyclic compounds > Cycloheptafurans
• IUPAC Name: (5S)-5-hydroxy-5,7,7-trimethyl-6,8-dihydroazuleno[5,6-c]furan-4,9-dione
• InChI: InChI=1S/C15H16O4/c1-14(2)4-8-11(5-14)15(3,18)13(17)10-7-19-6-9(10)12(8)16/h6-7,18H,4-5H2,1-3H3/t15-/m0/s1
• InChI Key: CWLCIDOEGDSRAH-HNNXBMFYSA-N
• Popularity: 2 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): 67.50 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.53
• 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	+	0.9929	99.29%
Caco-2	+	0.6763	67.63%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6567	65.67%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9162	91.62%
OATP1B3 inhibitior	+	0.9036	90.36%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8814	88.14%
BSEP inhibitior	-	0.9266	92.66%
P-glycoprotein inhibitior	-	0.9396	93.96%
P-glycoprotein substrate	-	0.9460	94.60%
CYP3A4 substrate	-	0.5254	52.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8561	85.61%
CYP3A4 inhibition	-	0.6155	61.55%
CYP2C9 inhibition	+	0.5583	55.83%
CYP2C19 inhibition	-	0.5352	53.52%
CYP2D6 inhibition	-	0.8794	87.94%
CYP1A2 inhibition	+	0.7540	75.40%
CYP2C8 inhibition	-	0.9551	95.51%
CYP inhibitory promiscuity	-	0.6768	67.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5177	51.77%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.6587	65.87%
Skin irritation	-	0.6270	62.70%
Skin corrosion	-	0.8964	89.64%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5884	58.84%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5585	55.85%
skin sensitisation	-	0.7086	70.86%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.7514	75.14%
Acute Oral Toxicity (c)	III	0.4153	41.53%
Estrogen receptor binding	-	0.5713	57.13%
Androgen receptor binding	+	0.5679	56.79%
Thyroid receptor binding	-	0.5191	51.91%
Glucocorticoid receptor binding	-	0.5979	59.79%
Aromatase binding	-	0.5383	53.83%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9426	94.26%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9963	99.63%

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	94.12%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.06%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.37%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.07%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.86%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.34%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	83.29%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.47%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.01%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.00%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.28%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14830863
• LOTUS: LTS0043350
• wikiData: Q104971333