(3S,3aS,6S,9S,9aS,9bR)-9-hydroxy-3,6,9a-trimethyl-3,3a,4,5,6,8,9,9b-octahydroazuleno[4,5-b]furan-2-one

Details

• Internal ID: 150a0ab9-f85c-4993-92f0-8b5f78741833
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Ambrosanolides and secoambrosanolides
• IUPAC Name: (3S,3aS,6S,9S,9aS,9bR)-9-hydroxy-3,6,9a-trimethyl-3,3a,4,5,6,8,9,9b-octahydroazuleno[4,5-b]furan-2-one
• InChI: InChI=1S/C15H22O3/c1-8-4-5-10-9(2)14(17)18-13(10)15(3)11(8)6-7-12(15)16/h6,8-10,12-13,16H,4-5,7H2,1-3H3/t8-,9-,10-,12-,13+,15-/m0/s1
• InChI Key: NSXOJVHAIMBONL-BOEATCMXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.29
• 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	+	0.9954	99.54%
Caco-2	+	0.7126	71.26%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5067	50.67%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.9246	92.46%
OATP1B3 inhibitior	+	0.9761	97.61%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.8859	88.59%
P-glycoprotein inhibitior	-	0.8923	89.23%
P-glycoprotein substrate	-	0.8482	84.82%
CYP3A4 substrate	+	0.6279	62.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8383	83.83%
CYP3A4 inhibition	-	0.8452	84.52%
CYP2C9 inhibition	-	0.8812	88.12%
CYP2C19 inhibition	-	0.8861	88.61%
CYP2D6 inhibition	-	0.9523	95.23%
CYP1A2 inhibition	+	0.6703	67.03%
CYP2C8 inhibition	-	0.8986	89.86%
CYP inhibitory promiscuity	-	0.9639	96.39%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4749	47.49%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.9309	93.09%
Skin irritation	+	0.6445	64.45%
Skin corrosion	-	0.8556	85.56%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8536	85.36%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5879	58.79%
skin sensitisation	-	0.6623	66.23%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6407	64.07%
Acute Oral Toxicity (c)	III	0.4105	41.05%
Estrogen receptor binding	-	0.4827	48.27%
Androgen receptor binding	+	0.6168	61.68%
Thyroid receptor binding	+	0.5246	52.46%
Glucocorticoid receptor binding	+	0.7218	72.18%
Aromatase binding	-	0.7079	70.79%
PPAR gamma	-	0.6501	65.01%
Honey bee toxicity	-	0.8699	86.99%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8925	89.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.12%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.78%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.56%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.69%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.77%	100.00%
CHEMBL1871	P10275	Androgen Receptor	86.03%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.24%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.71%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.18%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.15%	96.77%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.06%	93.04%

Plants that contains it

• Parthenium hysterophorus

Cross-Links

• PubChem: 102407899
• LOTUS: LTS0045239
• wikiData: Q105185294