(3aS,6aS,9aR,9bS)-6a-hydroxy-9-methyl-3,6-dimethylidene-3a,4,5,7,9a,9b-hexahydroazuleno[4,5-b]furan-2-one

Details

• Internal ID: 4a4200f6-d5ee-46d6-af54-86494a272c5e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3aS,6aS,9aR,9bS)-6a-hydroxy-9-methyl-3,6-dimethylidene-3a,4,5,7,9a,9b-hexahydroazuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1=CCC2(C1C3C(CCC2=C)C(=C)C(=O)O3)O
• SMILES (Isomeric): CC1=CC[C@@]2([C@H]1[C@@H]3[C@@H](CCC2=C)C(=C)C(=O)O3)O
• InChI: InChI=1S/C15H18O3/c1-8-6-7-15(17)9(2)4-5-11-10(3)14(16)18-13(11)12(8)15/h6,11-13,17H,2-5,7H2,1H3/t11-,12+,13-,15+/m0/s1
• InChI Key: OMUMNAXQLMCEOO-SFDCQRBFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 3
• 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	+	0.9930	99.30%
Caco-2	-	0.6061	60.61%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6155	61.55%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.9078	90.78%
OATP1B3 inhibitior	+	0.9410	94.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9468	94.68%
P-glycoprotein inhibitior	-	0.8801	88.01%
P-glycoprotein substrate	-	0.9105	91.05%
CYP3A4 substrate	+	0.5590	55.90%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.8839	88.39%
CYP2C9 inhibition	-	0.8675	86.75%
CYP2C19 inhibition	-	0.6856	68.56%
CYP2D6 inhibition	-	0.9527	95.27%
CYP1A2 inhibition	+	0.5225	52.25%
CYP2C8 inhibition	-	0.7544	75.44%
CYP inhibitory promiscuity	-	0.9620	96.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5157	51.57%
Eye corrosion	-	0.9678	96.78%
Eye irritation	-	0.7671	76.71%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8790	87.90%
Ames mutagenesis	-	0.7770	77.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5053	50.53%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.8449	84.49%
skin sensitisation	-	0.7191	71.91%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.5624	56.24%
Acute Oral Toxicity (c)	III	0.4217	42.17%
Estrogen receptor binding	-	0.5067	50.67%
Androgen receptor binding	+	0.6774	67.74%
Thyroid receptor binding	-	0.5388	53.88%
Glucocorticoid receptor binding	-	0.6151	61.51%
Aromatase binding	-	0.6792	67.92%
PPAR gamma	-	0.7232	72.32%
Honey bee toxicity	-	0.9055	90.55%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9543	95.43%

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	94.88%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.79%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.22%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.66%	93.03%
CHEMBL4530	P00488	Coagulation factor XIII	85.81%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.77%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.75%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.25%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.46%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.03%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.22%	89.00%
CHEMBL1871	P10275	Androgen Receptor	80.83%	96.43%

Plants that contains it

• Kaunia lasiophthalma

Cross-Links

• PubChem: 14589132
• LOTUS: LTS0200309
• wikiData: Q105194514