[(9R,13S,16R,17R,18S)-8,8,13,17-tetramethyl-16-[(1S)-1-[(2S)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-6-oxo-7-oxatetracyclo[10.7.0.03,9.013,17]nonadeca-1(12),2,4,10-tetraen-18-yl] acetate

Details

• Internal ID: a159f4a6-ecf2-46b6-a6cd-0fb3e36575ca
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [(9R,13S,16R,17R,18S)-8,8,13,17-tetramethyl-16-[(1S)-1-[(2S)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-6-oxo-7-oxatetracyclo[10.7.0.03,9.013,17]nonadeca-1(12),2,4,10-tetraen-18-yl] acetate
• SMILES (Canonical): CC1=CCC(OC1=O)C(C)C2CCC3(C2(C(CC4=C3C=CC5C(=C4)C=CC(=O)OC5(C)C)OC(=O)C)C)C
• SMILES (Isomeric): CC1=CC[C@H](OC1=O)[C@@H](C)[C@H]2CC[C@@]3([C@@]2([C@H](CC4=C3C=C[C@@H]5C(=C4)C=CC(=O)OC5(C)C)OC(=O)C)C)C
• InChI: InChI=1S/C32H40O6/c1-18-8-12-26(37-29(18)35)19(2)23-14-15-31(6)25-11-10-24-21(9-13-28(34)38-30(24,4)5)16-22(25)17-27(32(23,31)7)36-20(3)33/h8-11,13,16,19,23-24,26-27H,12,14-15,17H2,1-7H3/t19-,23+,24+,26-,27-,31-,32-/m0/s1
• InChI Key: DHEJPJNTSRRHQW-KUPIUBBWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₀O₆
• Molecular Weight: 520.70 g/mol
• Exact Mass: 520.28248899 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.94
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	-	0.6310	63.10%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7754	77.54%
OATP2B1 inhibitior	-	0.7170	71.70%
OATP1B1 inhibitior	+	0.7924	79.24%
OATP1B3 inhibitior	+	0.8765	87.65%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9770	97.70%
P-glycoprotein inhibitior	+	0.9231	92.31%
P-glycoprotein substrate	+	0.5974	59.74%
CYP3A4 substrate	+	0.7039	70.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9139	91.39%
CYP3A4 inhibition	-	0.8099	80.99%
CYP2C9 inhibition	-	0.8362	83.62%
CYP2C19 inhibition	-	0.8903	89.03%
CYP2D6 inhibition	-	0.9300	93.00%
CYP1A2 inhibition	-	0.7683	76.83%
CYP2C8 inhibition	+	0.6712	67.12%
CYP inhibitory promiscuity	-	0.8781	87.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6143	61.43%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9330	93.30%
Skin irritation	-	0.5314	53.14%
Skin corrosion	-	0.8875	88.75%
Ames mutagenesis	-	0.6344	63.44%
Human Ether-a-go-go-Related Gene inhibition	+	0.7942	79.42%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5801	58.01%
skin sensitisation	-	0.6701	67.01%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7755	77.55%
Acute Oral Toxicity (c)	III	0.6612	66.12%
Estrogen receptor binding	+	0.7910	79.10%
Androgen receptor binding	+	0.7364	73.64%
Thyroid receptor binding	+	0.6544	65.44%
Glucocorticoid receptor binding	+	0.8730	87.30%
Aromatase binding	+	0.7415	74.15%
PPAR gamma	+	0.6970	69.70%
Honey bee toxicity	-	0.7653	76.53%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5550	55.50%
Fish aquatic toxicity	+	0.9874	98.74%

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	98.42%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.57%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.76%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.48%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.24%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.77%	93.56%
CHEMBL2996	Q05655	Protein kinase C delta	90.19%	97.79%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.46%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.11%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.60%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.04%	94.80%
CHEMBL1937	Q92769	Histone deacetylase 2	85.88%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.66%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.01%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.92%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.84%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.50%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.46%	97.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.13%	96.09%
CHEMBL5028	O14672	ADAM10	81.86%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.43%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.20%	100.00%

Plants that contains it

• Kadsura heteroclita

Cross-Links

• PubChem: 102380051
• LOTUS: LTS0239233
• wikiData: Q104979935