[(4R,4aR,5S,7R,8S,8aR)-8-[(2S)-2-acetyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-5-hydroxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate

Details

• Internal ID: d6e576d9-867b-4ce1-a3ce-494317fd6994
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [(4R,4aR,5S,7R,8S,8aR)-8-[(2S)-2-acetyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-5-hydroxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate
• InChI: InChI=1S/C24H34O8/c1-14-8-20(27)24(13-30-15(2)25)19(6-5-7-23(24)12-31-23)22(14,4)10-18(32-16(3)26)17-9-21(28)29-11-17/h9,14,18-20,27H,5-8,10-13H2,1-4H3/t14-,18+,19-,20+,22+,23+,24+/m1/s1
• InChI Key: ALSZHHMKDXFNLU-VQSMGOMNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₄O₈
• Molecular Weight: 450.50 g/mol
• Exact Mass: 450.22536804 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.32
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9809	98.09%
Caco-2	-	0.6067	60.67%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8184	81.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8692	86.92%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5771	57.71%
BSEP inhibitior	+	0.9670	96.70%
P-glycoprotein inhibitior	+	0.6778	67.78%
P-glycoprotein substrate	+	0.6042	60.42%
CYP3A4 substrate	+	0.6786	67.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8932	89.32%
CYP3A4 inhibition	-	0.6678	66.78%
CYP2C9 inhibition	-	0.7170	71.70%
CYP2C19 inhibition	-	0.8449	84.49%
CYP2D6 inhibition	-	0.9413	94.13%
CYP1A2 inhibition	-	0.8560	85.60%
CYP2C8 inhibition	-	0.5856	58.56%
CYP inhibitory promiscuity	-	0.9025	90.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4941	49.41%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9017	90.17%
Skin irritation	-	0.5168	51.68%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4348	43.48%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5149	51.49%
skin sensitisation	-	0.8820	88.20%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5922	59.22%
Acute Oral Toxicity (c)	I	0.5424	54.24%
Estrogen receptor binding	+	0.9039	90.39%
Androgen receptor binding	+	0.7117	71.17%
Thyroid receptor binding	-	0.5191	51.91%
Glucocorticoid receptor binding	+	0.8909	89.09%
Aromatase binding	+	0.8058	80.58%
PPAR gamma	+	0.6455	64.55%
Honey bee toxicity	-	0.7258	72.58%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9896	98.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.59%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.05%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.00%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.39%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.12%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.28%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.68%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.66%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.45%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.94%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.41%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.27%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.80%	94.80%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.12%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.79%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.50%	95.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.06%	95.71%
CHEMBL221	P23219	Cyclooxygenase-1	82.87%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	82.14%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.27%	99.23%
CHEMBL5255	O00206	Toll-like receptor 4	80.50%	92.50%

Plants that contains it

• Ajuga decumbens

Cross-Links

• PubChem: 24882074
• LOTUS: LTS0193376
• wikiData: Q104914338