(5,5,9-Trimethyl-14-methylidene-6,15-dioxo-13-tetracyclo[11.2.1.01,10.04,9]hexadecanyl) acetate

Details

• Internal ID: f01c8ab0-542b-4881-bd22-a9371db01707
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (5,5,9-trimethyl-14-methylidene-6,15-dioxo-13-tetracyclo[11.2.1.01,10.04,9]hexadecanyl) acetate
• SMILES (Canonical): CC(=O)OC12CCC3C4(CCC(=O)C(C4CCC3(C1)C(=O)C2=C)(C)C)C
• SMILES (Isomeric): CC(=O)OC12CCC3C4(CCC(=O)C(C4CCC3(C1)C(=O)C2=C)(C)C)C
• InChI: InChI=1S/C22H30O4/c1-13-18(25)21-10-6-15-19(3,4)17(24)8-9-20(15,5)16(21)7-11-22(13,12-21)26-14(2)23/h15-16H,1,6-12H2,2-5H3
• InChI Key: GNNCGPRWVGXRHH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₄
• Molecular Weight: 358.50 g/mol
• Exact Mass: 358.21440943 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.02
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.7011	70.11%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7351	73.51%
OATP2B1 inhibitior	-	0.8646	86.46%
OATP1B1 inhibitior	+	0.8846	88.46%
OATP1B3 inhibitior	-	0.3110	31.10%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6456	64.56%
P-glycoprotein inhibitior	-	0.4351	43.51%
P-glycoprotein substrate	-	0.8677	86.77%
CYP3A4 substrate	+	0.6503	65.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8778	87.78%
CYP3A4 inhibition	-	0.7259	72.59%
CYP2C9 inhibition	-	0.6987	69.87%
CYP2C19 inhibition	-	0.7525	75.25%
CYP2D6 inhibition	-	0.9647	96.47%
CYP1A2 inhibition	-	0.7434	74.34%
CYP2C8 inhibition	-	0.6308	63.08%
CYP inhibitory promiscuity	-	0.9012	90.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5910	59.10%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.7360	73.60%
Skin irritation	+	0.5472	54.72%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	-	0.5532	55.32%
Human Ether-a-go-go-Related Gene inhibition	+	0.7115	71.15%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.6811	68.11%
skin sensitisation	-	0.6306	63.06%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6498	64.98%
Acute Oral Toxicity (c)	III	0.3342	33.42%
Estrogen receptor binding	+	0.7643	76.43%
Androgen receptor binding	+	0.6687	66.87%
Thyroid receptor binding	+	0.6388	63.88%
Glucocorticoid receptor binding	+	0.7677	76.77%
Aromatase binding	+	0.7362	73.62%
PPAR gamma	+	0.6108	61.08%
Honey bee toxicity	-	0.8544	85.44%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	91.22%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.88%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.37%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.52%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.24%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.35%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.09%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.53%	93.04%
CHEMBL340	P08684	Cytochrome P450 3A4	81.73%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.09%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.71%	93.03%

Plants that contains it

• Liochlaena subulata

Cross-Links

• PubChem: 162919870
• LOTUS: LTS0258914
• wikiData: Q105012894