4,9-Dihydroxy-9-methyl-3,6-dimethylidene-3a,4,5,6a,9a,9b-hexahydroazuleno[4,5-b]furan-2-one

Details

• Internal ID: 98a63fc1-8b07-4c4b-92fd-c4f1ab844f57
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: 4,9-dihydroxy-9-methyl-3,6-dimethylidene-3a,4,5,6a,9a,9b-hexahydroazuleno[4,5-b]furan-2-one
• InChI: InChI=1S/C15H18O4/c1-7-6-10(16)11-8(2)14(17)19-13(11)12-9(7)4-5-15(12,3)18/h4-5,9-13,16,18H,1-2,6H2,3H3
• InChI Key: OOAUFVWZCUERET-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: 0.70
• Atomic LogP (AlogP): 0.96
• 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	+	0.9864	98.64%
Caco-2	-	0.6563	65.63%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.4902	49.02%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8806	88.06%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9850	98.50%
P-glycoprotein inhibitior	-	0.8765	87.65%
P-glycoprotein substrate	-	0.7955	79.55%
CYP3A4 substrate	+	0.5716	57.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8496	84.96%
CYP3A4 inhibition	-	0.8787	87.87%
CYP2C9 inhibition	-	0.9279	92.79%
CYP2C19 inhibition	-	0.8710	87.10%
CYP2D6 inhibition	-	0.9482	94.82%
CYP1A2 inhibition	-	0.8490	84.90%
CYP2C8 inhibition	-	0.9108	91.08%
CYP inhibitory promiscuity	-	0.9204	92.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9225	92.25%
Carcinogenicity (trinary)	Non-required	0.4208	42.08%
Eye corrosion	-	0.9393	93.93%
Eye irritation	-	0.7673	76.73%
Skin irritation	-	0.5272	52.72%
Skin corrosion	-	0.7989	79.89%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5434	54.34%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.7620	76.20%
skin sensitisation	-	0.6500	65.00%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.7560	75.60%
Acute Oral Toxicity (c)	III	0.4007	40.07%
Estrogen receptor binding	+	0.6106	61.06%
Androgen receptor binding	-	0.5735	57.35%
Thyroid receptor binding	+	0.5164	51.64%
Glucocorticoid receptor binding	+	0.6393	63.93%
Aromatase binding	-	0.6937	69.37%
PPAR gamma	-	0.6414	64.14%
Honey bee toxicity	-	0.7637	76.37%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.7828	78.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.76%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.67%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	91.56%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.23%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.66%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.68%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.64%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.54%	99.23%
CHEMBL299	P17252	Protein kinase C alpha	87.11%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	85.61%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.08%	95.89%
CHEMBL2581	P07339	Cathepsin D	84.66%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.70%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.31%	96.09%

Plants that contains it

• Artemisia lerchiana

Cross-Links

• PubChem: 162845788
• LOTUS: LTS0093360
• wikiData: Q105195267