(4,10-Dihydroxy-8,12,17,17-tetramethyl-11,15-dioxo-2-oxatetracyclo[10.3.1.15,9.01,3]heptadeca-8,13-dien-7-yl) acetate

Details

• Internal ID: f5d3d208-af9d-47e5-8019-f658e9710bc6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4,10-dihydroxy-8,12,17,17-tetramethyl-11,15-dioxo-2-oxatetracyclo[10.3.1.15,9.01,3]heptadeca-8,13-dien-7-yl) acetate
• SMILES (Canonical): CC1=C2C(C(=O)C3(CC4(C(O4)C(C(C2(C)C)CC1OC(=O)C)O)C(=O)C=C3)C)O
• SMILES (Isomeric): CC1=C2C(C(=O)C3(CC4(C(O4)C(C(C2(C)C)CC1OC(=O)C)O)C(=O)C=C3)C)O
• InChI: InChI=1S/C22H28O7/c1-10-13(28-11(2)23)8-12-16(25)19-22(29-19)9-21(5,7-6-14(22)24)18(27)17(26)15(10)20(12,3)4/h6-7,12-13,16-17,19,25-26H,8-9H2,1-5H3
• InChI Key: CDTQIEQRVJGYBX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₇
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.18350323 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.26
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9835	98.35%
Caco-2	-	0.5988	59.88%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7043	70.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8665	86.65%
OATP1B3 inhibitior	+	0.8308	83.08%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8245	82.45%
P-glycoprotein inhibitior	-	0.5409	54.09%
P-glycoprotein substrate	-	0.6085	60.85%
CYP3A4 substrate	+	0.6746	67.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8858	88.58%
CYP3A4 inhibition	-	0.7563	75.63%
CYP2C9 inhibition	-	0.7736	77.36%
CYP2C19 inhibition	-	0.8293	82.93%
CYP2D6 inhibition	-	0.9149	91.49%
CYP1A2 inhibition	-	0.7408	74.08%
CYP2C8 inhibition	+	0.4635	46.35%
CYP inhibitory promiscuity	-	0.8231	82.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.4965	49.65%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9552	95.52%
Skin irritation	-	0.6043	60.43%
Skin corrosion	-	0.9270	92.70%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5480	54.80%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5023	50.23%
skin sensitisation	-	0.6907	69.07%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5283	52.83%
Acute Oral Toxicity (c)	III	0.4687	46.87%
Estrogen receptor binding	+	0.6710	67.10%
Androgen receptor binding	+	0.6931	69.31%
Thyroid receptor binding	+	0.5413	54.13%
Glucocorticoid receptor binding	+	0.8021	80.21%
Aromatase binding	+	0.5703	57.03%
PPAR gamma	+	0.5550	55.50%
Honey bee toxicity	-	0.6689	66.89%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9866	98.66%

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	96.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.42%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.02%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.82%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.58%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.06%	98.95%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.89%	81.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.39%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.55%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.39%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.18%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	80.02%	94.73%

Plants that contains it

• Taxus wallichiana

Cross-Links

• PubChem: 75046111
• LOTUS: LTS0079027
• wikiData: Q104955185