[(3aS,6S,6aR,9S,9aS,9bR)-9-acetyloxy-6a-hydroxy-6-methyl-3-methylidene-2-oxo-3a,4,5,6,7,8,9,9b-octahydroazuleno[4,5-b]furan-9a-yl]methyl 2-methylpropanoate

Details

• Internal ID: 5be80f21-5ec5-4962-afd8-046193bd3d53
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Ambrosanolides and secoambrosanolides
• IUPAC Name: [(3aS,6S,6aR,9S,9aS,9bR)-9-acetyloxy-6a-hydroxy-6-methyl-3-methylidene-2-oxo-3a,4,5,6,7,8,9,9b-octahydroazuleno[4,5-b]furan-9a-yl]methyl 2-methylpropanoate
• InChI: InChI=1S/C21H30O7/c1-11(2)18(23)26-10-20-16(27-14(5)22)8-9-21(20,25)12(3)6-7-15-13(4)19(24)28-17(15)20/h11-12,15-17,25H,4,6-10H2,1-3,5H3/t12-,15-,16-,17+,20-,21+/m0/s1
• InChI Key: YGUNSJAZYOMRKV-OKEHGMMVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₇
• Molecular Weight: 394.50 g/mol
• Exact Mass: 394.19915329 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.16
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9837	98.37%
Caco-2	+	0.4903	49.03%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7483	74.83%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8789	87.89%
OATP1B3 inhibitior	+	0.9021	90.21%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6114	61.14%
BSEP inhibitior	-	0.6765	67.65%
P-glycoprotein inhibitior	-	0.5863	58.63%
P-glycoprotein substrate	-	0.6482	64.82%
CYP3A4 substrate	+	0.6437	64.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9008	90.08%
CYP3A4 inhibition	-	0.5943	59.43%
CYP2C9 inhibition	+	0.5779	57.79%
CYP2C19 inhibition	-	0.7366	73.66%
CYP2D6 inhibition	-	0.9479	94.79%
CYP1A2 inhibition	-	0.5260	52.60%
CYP2C8 inhibition	-	0.6583	65.83%
CYP inhibitory promiscuity	-	0.9147	91.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6342	63.42%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.8728	87.28%
Skin irritation	-	0.5158	51.58%
Skin corrosion	-	0.9351	93.51%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6220	62.20%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5261	52.61%
skin sensitisation	-	0.8406	84.06%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5778	57.78%
Acute Oral Toxicity (c)	III	0.3863	38.63%
Estrogen receptor binding	+	0.8515	85.15%
Androgen receptor binding	+	0.6511	65.11%
Thyroid receptor binding	+	0.5645	56.45%
Glucocorticoid receptor binding	+	0.7044	70.44%
Aromatase binding	+	0.5464	54.64%
PPAR gamma	+	0.8044	80.44%
Honey bee toxicity	-	0.7681	76.81%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9930	99.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.89%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.46%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.27%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.98%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.69%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.80%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.56%	92.62%
CHEMBL2581	P07339	Cathepsin D	89.50%	98.95%
CHEMBL299	P17252	Protein kinase C alpha	87.81%	98.03%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.96%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.81%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.35%	93.04%
CHEMBL2996	Q05655	Protein kinase C delta	84.27%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.88%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.86%	96.47%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.50%	94.80%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.11%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.98%	91.07%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.07%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.48%	89.00%
CHEMBL5028	O14672	ADAM10	81.28%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.09%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.92%	82.69%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.91%	89.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.18%	86.33%

Plants that contains it

• Parthenium lozanianum

Cross-Links

• PubChem: 162968123
• LOTUS: LTS0158460
• wikiData: Q105348261