5,8-Dihydroxy-5,8-dimethyl-1-methylidene-3a,4,7,8a,9,9a-hexahydroazuleno[6,5-b]furan-2-one

Details

• Internal ID: 89a64144-476b-473b-901d-39716bb3e838
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 5,8-dihydroxy-5,8-dimethyl-1-methylidene-3a,4,7,8a,9,9a-hexahydroazuleno[6,5-b]furan-2-one
• SMILES (Canonical): CC1(CC=C2C1CC3C(CC2(C)O)OC(=O)C3=C)O
• SMILES (Isomeric): CC1(CC=C2C1CC3C(CC2(C)O)OC(=O)C3=C)O
• InChI: InChI=1S/C15H20O4/c1-8-9-6-11-10(4-5-14(11,2)17)15(3,18)7-12(9)19-13(8)16/h4,9,11-12,17-18H,1,5-7H2,2-3H3
• InChI Key: SKXYOUKPVUIPFP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	+	0.5277	52.77%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5891	58.91%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.9112	91.12%
OATP1B3 inhibitior	+	0.9368	93.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9392	93.92%
P-glycoprotein inhibitior	-	0.9072	90.72%
P-glycoprotein substrate	-	0.8733	87.33%
CYP3A4 substrate	+	0.5745	57.45%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.7257	72.57%
CYP2C9 inhibition	-	0.8238	82.38%
CYP2C19 inhibition	-	0.8095	80.95%
CYP2D6 inhibition	-	0.9460	94.60%
CYP1A2 inhibition	-	0.5399	53.99%
CYP2C8 inhibition	-	0.8007	80.07%
CYP inhibitory promiscuity	-	0.9424	94.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5035	50.35%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.8532	85.32%
Skin irritation	-	0.5134	51.34%
Skin corrosion	-	0.9048	90.48%
Ames mutagenesis	-	0.6824	68.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.5871	58.71%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.7824	78.24%
skin sensitisation	-	0.7519	75.19%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5745	57.45%
Acute Oral Toxicity (c)	II	0.3833	38.33%
Estrogen receptor binding	+	0.6360	63.60%
Androgen receptor binding	-	0.4813	48.13%
Thyroid receptor binding	+	0.6180	61.80%
Glucocorticoid receptor binding	+	0.7015	70.15%
Aromatase binding	-	0.5250	52.50%
PPAR gamma	-	0.5534	55.34%
Honey bee toxicity	-	0.8515	85.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9917	99.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.32%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.31%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.74%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.42%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.54%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	88.84%	97.79%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.71%	93.40%
CHEMBL221	P23219	Cyclooxygenase-1	87.28%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.44%	96.09%
CHEMBL299	P17252	Protein kinase C alpha	83.36%	98.03%
CHEMBL4208	P20618	Proteasome component C5	82.84%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.39%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.84%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.62%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.04%	95.50%

Plants that contains it

• Carpesium faberi

Cross-Links

• PubChem: 75586951
• LOTUS: LTS0016949
• wikiData: Q105255115