(1R,2S,12S,14R,15R,17S)-2,6,6,11,14,17-hexamethyl-8,18,19-trioxo-7,16,20-trioxapentacyclo[13.3.3.01,15.02,12.05,10]henicosa-4,10-diene-14-carboxylic acid

Details

• Internal ID: d24af1d5-70e3-41dc-b24f-62691dd6f5d7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: (1R,2S,12S,14R,15R,17S)-2,6,6,11,14,17-hexamethyl-8,18,19-trioxo-7,16,20-trioxapentacyclo[13.3.3.01,15.02,12.05,10]henicosa-4,10-diene-14-carboxylic acid
• InChI: InChI=1S/C25H30O8/c1-12-14-9-17(26)33-21(3,4)15(14)7-8-22(5)16(12)10-23(6,19(28)29)24-11-31-20(30)25(22,24)18(27)13(2)32-24/h7,13,16H,8-11H2,1-6H3,(H,28,29)/t13-,16-,22-,23-,24+,25+/m0/s1
• InChI Key: BSWBZDBSSOBIMI-VZYSLATCSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₈
• Molecular Weight: 458.50 g/mol
• Exact Mass: 458.19406791 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9855	98.55%
Caco-2	+	0.5217	52.17%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8613	86.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8833	88.33%
OATP1B3 inhibitior	+	0.9029	90.29%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7614	76.14%
BSEP inhibitior	+	0.7492	74.92%
P-glycoprotein inhibitior	-	0.4505	45.05%
P-glycoprotein substrate	+	0.5781	57.81%
CYP3A4 substrate	+	0.6359	63.59%
CYP2C9 substrate	-	0.8210	82.10%
CYP2D6 substrate	-	0.8802	88.02%
CYP3A4 inhibition	-	0.8109	81.09%
CYP2C9 inhibition	-	0.8122	81.22%
CYP2C19 inhibition	-	0.8910	89.10%
CYP2D6 inhibition	-	0.9548	95.48%
CYP1A2 inhibition	-	0.8587	85.87%
CYP2C8 inhibition	+	0.5772	57.72%
CYP inhibitory promiscuity	-	0.9376	93.76%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5089	50.89%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8564	85.64%
Skin irritation	-	0.5564	55.64%
Skin corrosion	-	0.9242	92.42%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6385	63.85%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	-	0.8327	83.27%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7438	74.38%
Acute Oral Toxicity (c)	III	0.4148	41.48%
Estrogen receptor binding	+	0.6643	66.43%
Androgen receptor binding	+	0.7350	73.50%
Thyroid receptor binding	+	0.7193	71.93%
Glucocorticoid receptor binding	+	0.8065	80.65%
Aromatase binding	+	0.7891	78.91%
PPAR gamma	+	0.6076	60.76%
Honey bee toxicity	-	0.8203	82.03%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9935	99.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.25%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.21%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.69%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.93%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	91.87%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.16%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.53%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.83%	96.77%
CHEMBL2039	P27338	Monoamine oxidase B	83.71%	92.51%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684284
• LOTUS: LTS0087540
• wikiData: Q105101533