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

Details

• Internal ID: 6fb5bfbb-4c9e-49d2-8812-9daa4e9c51c7
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 5,8-dihydroxy-3,6-dimethyl-9-methylidene-3,3a,4,5,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1C2CC(C(=C3CC(C(=C)C3C2OC1=O)O)C)O
• SMILES (Isomeric): CC1C2CC(C(=C3CC(C(=C)C3C2OC1=O)O)C)O
• InChI: InChI=1S/C15H20O4/c1-6-9-4-12(17)8(3)13(9)14-10(5-11(6)16)7(2)15(18)19-14/h7,10-14,16-17H,3-5H2,1-2H3
• InChI Key: JPRXRHHDTFIRPL-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: 0.00
• Atomic LogP (AlogP): 1.18
• 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	+	0.9876	98.76%
Caco-2	-	0.5772	57.72%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5664	56.64%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.9186	91.86%
OATP1B3 inhibitior	+	0.9529	95.29%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9564	95.64%
P-glycoprotein inhibitior	-	0.9209	92.09%
P-glycoprotein substrate	-	0.7113	71.13%
CYP3A4 substrate	+	0.5460	54.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8313	83.13%
CYP3A4 inhibition	-	0.8366	83.66%
CYP2C9 inhibition	-	0.8835	88.35%
CYP2C19 inhibition	-	0.8317	83.17%
CYP2D6 inhibition	-	0.8928	89.28%
CYP1A2 inhibition	-	0.6653	66.53%
CYP2C8 inhibition	-	0.8524	85.24%
CYP inhibitory promiscuity	-	0.8907	89.07%
UGT catelyzed	+	0.8362	83.62%
Carcinogenicity (binary)	-	0.9142	91.42%
Carcinogenicity (trinary)	Non-required	0.5784	57.84%
Eye corrosion	-	0.9606	96.06%
Eye irritation	-	0.7876	78.76%
Skin irritation	-	0.5895	58.95%
Skin corrosion	-	0.8975	89.75%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8396	83.96%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.7167	71.67%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7410	74.10%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5356	53.56%
Acute Oral Toxicity (c)	III	0.4190	41.90%
Estrogen receptor binding	-	0.5791	57.91%
Androgen receptor binding	+	0.6142	61.42%
Thyroid receptor binding	+	0.5353	53.53%
Glucocorticoid receptor binding	+	0.6296	62.96%
Aromatase binding	-	0.6558	65.58%
PPAR gamma	-	0.7216	72.16%
Honey bee toxicity	-	0.7854	78.54%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9581	95.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	93.87%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.23%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.94%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.45%	85.14%
CHEMBL2581	P07339	Cathepsin D	83.57%	98.95%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	83.08%	98.46%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.03%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.75%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.58%	86.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.48%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.12%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.03%	96.95%

Plants that contains it

• Crepidiastrum denticulatum subsp. denticulatum

Cross-Links

• PubChem: 163093262
• LOTUS: LTS0059036
• wikiData: Q105133110