14-Hydroxy-5,14-dimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-5,9-dicarboxylic acid

Details

• Internal ID: 5dcc8155-0c65-4b2b-ba91-001fe7689885
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 14-hydroxy-5,14-dimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-5,9-dicarboxylic acid
• SMILES (Canonical): CC1(CCCC2(C1CCC34C2CCC(C3)C(C4)(C)O)C(=O)O)C(=O)O
• SMILES (Isomeric): CC1(CCCC2(C1CCC34C2CCC(C3)C(C4)(C)O)C(=O)O)C(=O)O
• InChI: InChI=1S/C20H30O5/c1-17(15(21)22)7-3-8-20(16(23)24)13(17)6-9-19-10-12(4-5-14(19)20)18(2,25)11-19/h12-14,25H,3-11H2,1-2H3,(H,21,22)(H,23,24)
• InChI Key: CDKNUBLSEZJSAU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9824	98.24%
Caco-2	+	0.6558	65.58%
Blood Brain Barrier	+	0.5330	53.30%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7892	78.92%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.9056	90.56%
OATP1B3 inhibitior	+	0.9356	93.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7375	73.75%
BSEP inhibitior	-	0.7733	77.33%
P-glycoprotein inhibitior	-	0.8669	86.69%
P-glycoprotein substrate	-	0.7831	78.31%
CYP3A4 substrate	+	0.6087	60.87%
CYP2C9 substrate	+	0.5617	56.17%
CYP2D6 substrate	-	0.8614	86.14%
CYP3A4 inhibition	-	0.9257	92.57%
CYP2C9 inhibition	-	0.9271	92.71%
CYP2C19 inhibition	-	0.9603	96.03%
CYP2D6 inhibition	-	0.9664	96.64%
CYP1A2 inhibition	-	0.8326	83.26%
CYP2C8 inhibition	-	0.7678	76.78%
CYP inhibitory promiscuity	-	0.9898	98.98%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6819	68.19%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.8980	89.80%
Skin irritation	+	0.5279	52.79%
Skin corrosion	-	0.9120	91.20%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6722	67.22%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5573	55.73%
skin sensitisation	-	0.8374	83.74%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8834	88.34%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5157	51.57%
Acute Oral Toxicity (c)	III	0.6543	65.43%
Estrogen receptor binding	+	0.8809	88.09%
Androgen receptor binding	+	0.5453	54.53%
Thyroid receptor binding	+	0.6716	67.16%
Glucocorticoid receptor binding	+	0.7567	75.67%
Aromatase binding	+	0.7454	74.54%
PPAR gamma	-	0.6854	68.54%
Honey bee toxicity	-	0.9204	92.04%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9822	98.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.47%	96.38%
CHEMBL284	P27487	Dipeptidyl peptidase IV	91.77%	95.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.73%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.65%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.21%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.69%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	82.70%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.06%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.36%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.13%	93.00%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 73809767
• LOTUS: LTS0244046
• wikiData: Q104954555