[(1S,11S,12S)-5-acetyloxy-7-hydroxy-12-methyl-9,17-dioxo-6-propan-2-yl-16-oxatetracyclo[10.3.2.01,11.03,8]heptadeca-3(8),4,6-trien-4-yl] acetate

Details

• Internal ID: de894e6b-92f1-40b7-8af5-25ef7b2b4af4
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [(1S,11S,12S)-5-acetyloxy-7-hydroxy-12-methyl-9,17-dioxo-6-propan-2-yl-16-oxatetracyclo[10.3.2.01,11.03,8]heptadeca-3(8),4,6-trien-4-yl] acetate
• SMILES (Canonical): CC(C)C1=C(C2=C(CC34CCCC(C3CC2=O)(C(=O)O4)C)C(=C1OC(=O)C)OC(=O)C)O
• SMILES (Isomeric): CC(C)C1=C(C2=C(C[C@@]34CCC[C@@]([C@@H]3CC2=O)(C(=O)O4)C)C(=C1OC(=O)C)OC(=O)C)O
• InChI: InChI=1S/C24H28O8/c1-11(2)17-19(28)18-14(20(30-12(3)25)21(17)31-13(4)26)10-24-8-6-7-23(5,22(29)32-24)16(24)9-15(18)27/h11,16,28H,6-10H2,1-5H3/t16-,23-,24-/m0/s1
• InChI Key: GRLBVIWHEYIFNA-ZCWWJEROSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₈
• Molecular Weight: 444.50 g/mol
• Exact Mass: 444.17841785 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.60
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9797	97.97%
Caco-2	-	0.5703	57.03%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7942	79.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8208	82.08%
OATP1B3 inhibitior	-	0.2412	24.12%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8592	85.92%
P-glycoprotein inhibitior	-	0.4614	46.14%
P-glycoprotein substrate	-	0.6598	65.98%
CYP3A4 substrate	+	0.6720	67.20%
CYP2C9 substrate	-	0.5885	58.85%
CYP2D6 substrate	-	0.8686	86.86%
CYP3A4 inhibition	-	0.7894	78.94%
CYP2C9 inhibition	-	0.6033	60.33%
CYP2C19 inhibition	-	0.5691	56.91%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	+	0.6164	61.64%
CYP2C8 inhibition	-	0.6202	62.02%
CYP inhibitory promiscuity	-	0.9034	90.34%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5866	58.66%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.7703	77.03%
Skin irritation	-	0.6592	65.92%
Skin corrosion	-	0.9060	90.60%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6403	64.03%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5533	55.33%
skin sensitisation	-	0.8958	89.58%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6317	63.17%
Acute Oral Toxicity (c)	III	0.3854	38.54%
Estrogen receptor binding	+	0.8059	80.59%
Androgen receptor binding	+	0.6760	67.60%
Thyroid receptor binding	+	0.5408	54.08%
Glucocorticoid receptor binding	+	0.8357	83.57%
Aromatase binding	+	0.5204	52.04%
PPAR gamma	+	0.8001	80.01%
Honey bee toxicity	-	0.7071	70.71%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.9973	99.73%

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	99.63%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.07%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.10%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.05%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.66%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.05%	96.77%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.21%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	86.94%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.63%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.56%	96.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.02%	93.04%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.24%	95.64%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.16%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.12%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.75%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.59%	95.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.49%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.19%	90.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.19%	90.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.68%	97.25%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.20%	97.50%

Plants that contains it

• Salvia candicans

Cross-Links

• PubChem: 162892537
• LOTUS: LTS0257719
• wikiData: Q105016160