[1,3,5-triacetyloxy-7,8-dimethyl-8-[2-(5-oxo-2H-furan-3-yl)ethyl]spiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl 3-hydroxy-2-methylidenebutanoate

Details

• Internal ID: b420f405-04ef-4b65-ad4c-28b92a22e90b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [1,3,5-triacetyloxy-7,8-dimethyl-8-[2-(5-oxo-2H-furan-3-yl)ethyl]spiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl 3-hydroxy-2-methylidenebutanoate
• InChI: InChI=1S/C31H42O12/c1-16-10-24(42-20(5)34)30(14-39-28(37)17(2)18(3)32)27(29(16,7)9-8-22-11-26(36)38-13-22)23(41-19(4)33)12-25(43-21(6)35)31(30)15-40-31/h11,16,18,23-25,27,32H,2,8-10,12-15H2,1,3-7H3
• InChI Key: PIIQPVTUGULYTD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₂O₁₂
• Molecular Weight: 606.70 g/mol
• Exact Mass: 606.26762677 g/mol
• Topological Polar Surface Area (TPSA): 164.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 12
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9682	96.82%
Caco-2	-	0.7871	78.71%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7810	78.10%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.8592	85.92%
OATP1B3 inhibitior	+	0.9220	92.20%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5229	52.29%
BSEP inhibitior	+	0.9673	96.73%
P-glycoprotein inhibitior	+	0.8196	81.96%
P-glycoprotein substrate	+	0.7039	70.39%
CYP3A4 substrate	+	0.6965	69.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8932	89.32%
CYP3A4 inhibition	-	0.7119	71.19%
CYP2C9 inhibition	-	0.8210	82.10%
CYP2C19 inhibition	-	0.8698	86.98%
CYP2D6 inhibition	-	0.9432	94.32%
CYP1A2 inhibition	-	0.8124	81.24%
CYP2C8 inhibition	+	0.5619	56.19%
CYP inhibitory promiscuity	-	0.9176	91.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4956	49.56%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.8959	89.59%
Skin irritation	-	0.5233	52.33%
Skin corrosion	-	0.9246	92.46%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6901	69.01%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5553	55.53%
skin sensitisation	-	0.8400	84.00%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6010	60.10%
Acute Oral Toxicity (c)	I	0.4263	42.63%
Estrogen receptor binding	+	0.8155	81.55%
Androgen receptor binding	+	0.7272	72.72%
Thyroid receptor binding	-	0.4872	48.72%
Glucocorticoid receptor binding	+	0.7662	76.62%
Aromatase binding	+	0.7404	74.04%
PPAR gamma	+	0.7270	72.70%
Honey bee toxicity	-	0.6461	64.61%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9942	99.42%

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	98.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.21%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.34%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.39%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	93.90%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.26%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.99%	96.47%
CHEMBL230	P35354	Cyclooxygenase-2	92.66%	89.63%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.01%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.56%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.62%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.47%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.32%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.60%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.47%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.27%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.76%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	83.21%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.80%	97.14%
CHEMBL2996	Q05655	Protein kinase C delta	82.62%	97.79%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.52%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.10%	100.00%
CHEMBL255	P29275	Adenosine A2b receptor	81.58%	98.59%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.58%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.02%	99.17%

Plants that contains it

• Ajuga decumbens

Cross-Links

• PubChem: 14781374
• LOTUS: LTS0240934
• wikiData: Q105209535