12-Ethoxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadec-10-ene-5-carboxylic acid

Details

• Internal ID: ca4d2d8f-bc9f-4eee-b2c1-1458eca77640
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 12-ethoxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadec-10-ene-5-carboxylic acid
• SMILES (Canonical): CCOC1C=C2C3(CCCC(C3CCC24CC1C(=C)C4)(C)C(=O)O)C
• SMILES (Isomeric): CCOC1C=C2C3(CCCC(C3CCC24CC1C(=C)C4)(C)C(=O)O)C
• InChI: InChI=1S/C22H32O3/c1-5-25-16-11-18-20(3)8-6-9-21(4,19(23)24)17(20)7-10-22(18)12-14(2)15(16)13-22/h11,15-17H,2,5-10,12-13H2,1,3-4H3,(H,23,24)
• InChI Key: SEBSSAWZGCYWIL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₃
• Molecular Weight: 344.50 g/mol
• Exact Mass: 344.23514488 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.98
• H-Bond Acceptor: 2
• 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	+	0.9973	99.73%
Caco-2	+	0.6767	67.67%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7068	70.68%
OATP2B1 inhibitior	-	0.8630	86.30%
OATP1B1 inhibitior	+	0.8288	82.88%
OATP1B3 inhibitior	+	0.9375	93.75%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.6125	61.25%
P-glycoprotein inhibitior	-	0.6614	66.14%
P-glycoprotein substrate	-	0.7836	78.36%
CYP3A4 substrate	+	0.6396	63.96%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.8590	85.90%
CYP3A4 inhibition	-	0.8099	80.99%
CYP2C9 inhibition	+	0.5791	57.91%
CYP2C19 inhibition	-	0.5302	53.02%
CYP2D6 inhibition	-	0.8632	86.32%
CYP1A2 inhibition	-	0.7139	71.39%
CYP2C8 inhibition	+	0.5858	58.58%
CYP inhibitory promiscuity	-	0.5783	57.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5833	58.33%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.8994	89.94%
Skin irritation	-	0.6168	61.68%
Skin corrosion	-	0.9666	96.66%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4230	42.30%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5797	57.97%
skin sensitisation	-	0.7393	73.93%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6641	66.41%
Acute Oral Toxicity (c)	III	0.6499	64.99%
Estrogen receptor binding	+	0.6451	64.51%
Androgen receptor binding	+	0.5869	58.69%
Thyroid receptor binding	+	0.6482	64.82%
Glucocorticoid receptor binding	+	0.7045	70.45%
Aromatase binding	+	0.5607	56.07%
PPAR gamma	+	0.5722	57.22%
Honey bee toxicity	-	0.8944	89.44%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5950	59.50%
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	95.58%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.13%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.70%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.66%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.24%	91.11%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.15%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.05%	90.17%
CHEMBL2581	P07339	Cathepsin D	82.80%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	81.96%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.22%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.78%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	80.22%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162950361
• LOTUS: LTS0146218
• wikiData: Q105251006