4-Hydroxy-6-(hydroxymethyl)-9-methyl-3-methylidene-3a,4,5,7,9a,9b-hexahydroazuleno[4,5-b]furan-2-one

Details

• Internal ID: d9df5145-1736-4db2-9e86-bd764333e642
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 4-hydroxy-6-(hydroxymethyl)-9-methyl-3-methylidene-3a,4,5,7,9a,9b-hexahydroazuleno[4,5-b]furan-2-one
• InChI: InChI=1S/C15H18O4/c1-7-3-4-10-9(6-16)5-11(17)13-8(2)15(18)19-14(13)12(7)10/h3,11-14,16-17H,2,4-6H2,1H3
• InChI Key: DSZNCHPAIJSYBX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9834	98.34%
Caco-2	-	0.5880	58.80%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5818	58.18%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9040	90.40%
OATP1B3 inhibitior	+	0.9641	96.41%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9646	96.46%
P-glycoprotein inhibitior	-	0.9089	90.89%
P-glycoprotein substrate	-	0.7329	73.29%
CYP3A4 substrate	+	0.5267	52.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8359	83.59%
CYP3A4 inhibition	-	0.8465	84.65%
CYP2C9 inhibition	-	0.8694	86.94%
CYP2C19 inhibition	-	0.8347	83.47%
CYP2D6 inhibition	-	0.9214	92.14%
CYP1A2 inhibition	-	0.7005	70.05%
CYP2C8 inhibition	-	0.8792	87.92%
CYP inhibitory promiscuity	-	0.8816	88.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6205	62.05%
Eye corrosion	-	0.9769	97.69%
Eye irritation	-	0.6572	65.72%
Skin irritation	-	0.6374	63.74%
Skin corrosion	-	0.9012	90.12%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7342	73.42%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6769	67.69%
skin sensitisation	-	0.8391	83.91%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7594	75.94%
Acute Oral Toxicity (c)	III	0.4473	44.73%
Estrogen receptor binding	-	0.6289	62.89%
Androgen receptor binding	+	0.5418	54.18%
Thyroid receptor binding	-	0.7197	71.97%
Glucocorticoid receptor binding	+	0.5413	54.13%
Aromatase binding	-	0.8126	81.26%
PPAR gamma	-	0.6847	68.47%
Honey bee toxicity	-	0.8003	80.03%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9325	93.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	90.05%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.78%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.76%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.60%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	88.72%	94.73%
CHEMBL2996	Q05655	Protein kinase C delta	85.44%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.26%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.45%	96.09%

Plants that contains it

• Artemisia xerophytica

Cross-Links

• PubChem: 14779606
• LOTUS: LTS0216712
• wikiData: Q104988146