9a-Hydroxy-6,9-dimethyl-3-methylidene-3a,4,5,9b-tetrahydroazuleno[4,5-b]furan-2,7-dione

Details

• Internal ID: 62c5360a-f826-48a8-90e5-22d565128440
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 9a-hydroxy-6,9-dimethyl-3-methylidene-3a,4,5,9b-tetrahydroazuleno[4,5-b]furan-2,7-dione
• SMILES (Canonical): CC1=C2C(=O)C=C(C2(C3C(CC1)C(=C)C(=O)O3)O)C
• SMILES (Isomeric): CC1=C2C(=O)C=C(C2(C3C(CC1)C(=C)C(=O)O3)O)C
• InChI: InChI=1S/C15H16O4/c1-7-4-5-10-9(3)14(17)19-13(10)15(18)8(2)6-11(16)12(7)15/h6,10,13,18H,3-5H2,1-2H3
• InChI Key: YHDASZCBNPALIL-UHFFFAOYSA-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: 0.40
• 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	+	0.9695	96.95%
Caco-2	+	0.5869	58.69%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6137	61.37%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9119	91.19%
OATP1B3 inhibitior	+	0.9328	93.28%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7271	72.71%
BSEP inhibitior	-	0.9459	94.59%
P-glycoprotein inhibitior	-	0.8992	89.92%
P-glycoprotein substrate	-	0.8112	81.12%
CYP3A4 substrate	+	0.5705	57.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9055	90.55%
CYP3A4 inhibition	-	0.8475	84.75%
CYP2C9 inhibition	-	0.8158	81.58%
CYP2C19 inhibition	-	0.8631	86.31%
CYP2D6 inhibition	-	0.8927	89.27%
CYP1A2 inhibition	+	0.6749	67.49%
CYP2C8 inhibition	-	0.8636	86.36%
CYP inhibitory promiscuity	-	0.9310	93.10%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4822	48.22%
Eye corrosion	-	0.9586	95.86%
Eye irritation	-	0.6949	69.49%
Skin irritation	+	0.5171	51.71%
Skin corrosion	-	0.7870	78.70%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6116	61.16%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.8875	88.75%
skin sensitisation	-	0.7235	72.35%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6066	60.66%
Acute Oral Toxicity (c)	III	0.3648	36.48%
Estrogen receptor binding	-	0.5738	57.38%
Androgen receptor binding	-	0.4926	49.26%
Thyroid receptor binding	-	0.6482	64.82%
Glucocorticoid receptor binding	+	0.5677	56.77%
Aromatase binding	-	0.6492	64.92%
PPAR gamma	-	0.5938	59.38%
Honey bee toxicity	-	0.9380	93.80%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9763	97.63%

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	93.97%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.71%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.21%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.65%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.35%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.35%	93.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.02%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.47%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.85%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.40%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.35%	92.94%
CHEMBL2581	P07339	Cathepsin D	80.24%	98.95%

Plants that contains it

• Schistostephium umbellatum

Cross-Links

• PubChem: 14414256
• LOTUS: LTS0180796
• wikiData: Q105348363