6-Acetyloxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

Details

• Internal ID: 97da1243-606f-4236-b534-d2dd3c39fea2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 6-acetyloxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
• SMILES (Canonical): CC(=O)OC1CCC2(C3CCC4CC3(CCC2C1(C)C(=O)O)CC4=C)C
• SMILES (Isomeric): CC(=O)OC1CCC2(C3CCC4CC3(CCC2C1(C)C(=O)O)CC4=C)C
• InChI: InChI=1S/C22H32O4/c1-13-11-22-10-7-16-20(3,17(22)6-5-15(13)12-22)9-8-18(26-14(2)23)21(16,4)19(24)25/h15-18H,1,5-12H2,2-4H3,(H,24,25)
• InChI Key: WVUHOGHCYBNOJG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₄
• Molecular Weight: 360.50 g/mol
• Exact Mass: 360.23005950 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.58
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9846	98.46%
Caco-2	+	0.6562	65.62%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7256	72.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9028	90.28%
OATP1B3 inhibitior	-	0.2244	22.44%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7771	77.71%
BSEP inhibitior	-	0.5313	53.13%
P-glycoprotein inhibitior	-	0.6904	69.04%
P-glycoprotein substrate	-	0.7957	79.57%
CYP3A4 substrate	+	0.6511	65.11%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.8699	86.99%
CYP3A4 inhibition	-	0.7911	79.11%
CYP2C9 inhibition	-	0.8211	82.11%
CYP2C19 inhibition	-	0.8668	86.68%
CYP2D6 inhibition	-	0.9631	96.31%
CYP1A2 inhibition	+	0.6245	62.45%
CYP2C8 inhibition	-	0.6790	67.90%
CYP inhibitory promiscuity	-	0.9432	94.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.7906	79.06%
Skin irritation	+	0.6707	67.07%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4157	41.57%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.7039	70.39%
skin sensitisation	-	0.7757	77.57%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6198	61.98%
Acute Oral Toxicity (c)	III	0.3447	34.47%
Estrogen receptor binding	+	0.8208	82.08%
Androgen receptor binding	+	0.5560	55.60%
Thyroid receptor binding	+	0.6475	64.75%
Glucocorticoid receptor binding	+	0.8394	83.94%
Aromatase binding	+	0.6739	67.39%
PPAR gamma	+	0.5431	54.31%
Honey bee toxicity	-	0.8330	83.30%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6050	60.50%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.70%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	92.20%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.08%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.43%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.67%	97.25%
CHEMBL5028	O14672	ADAM10	82.76%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.62%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.15%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.08%	91.11%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.03%	93.04%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.20%	97.14%
CHEMBL2581	P07339	Cathepsin D	80.12%	98.95%

Plants that contains it

• Helichrysum cameroonense
• Helichrysum cooperi
• Mikania arrojadoi
• Stachys byzantina

Cross-Links

• PubChem: 162963413
• LOTUS: LTS0179150
• wikiData: Q105313775