5-(Hydroxymethyl)-9-methyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

Details

• Internal ID: 1c7ae7b3-c0b9-40bf-b296-8b365a6c6794
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 5-(hydroxymethyl)-9-methyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
• SMILES (Canonical): CC12CCCC(C1CCC34C2CCC(C3)C(=C)C4)(CO)C(=O)O
• SMILES (Isomeric): CC12CCCC(C1CCC34C2CCC(C3)C(=C)C4)(CO)C(=O)O
• InChI: InChI=1S/C20H30O3/c1-13-10-19-9-6-16-18(2,15(19)5-4-14(13)11-19)7-3-8-20(16,12-21)17(22)23/h14-16,21H,1,3-12H2,2H3,(H,22,23)
• InChI Key: DQKIEUZHDCNMOJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9794	97.94%
Caco-2	+	0.6631	66.31%
Blood Brain Barrier	+	0.6777	67.77%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4670	46.70%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9011	90.11%
OATP1B3 inhibitior	+	0.8864	88.64%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5553	55.53%
BSEP inhibitior	-	0.5390	53.90%
P-glycoprotein inhibitior	-	0.8267	82.67%
P-glycoprotein substrate	-	0.7712	77.12%
CYP3A4 substrate	+	0.5956	59.56%
CYP2C9 substrate	+	0.5754	57.54%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	-	0.9241	92.41%
CYP2C9 inhibition	-	0.6187	61.87%
CYP2C19 inhibition	-	0.7395	73.95%
CYP2D6 inhibition	-	0.8915	89.15%
CYP1A2 inhibition	-	0.7013	70.13%
CYP2C8 inhibition	-	0.6598	65.98%
CYP inhibitory promiscuity	-	0.7386	73.86%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6304	63.04%
Eye corrosion	-	0.9735	97.35%
Eye irritation	-	0.6424	64.24%
Skin irritation	-	0.7390	73.90%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6515	65.15%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.7199	71.99%
skin sensitisation	-	0.7126	71.26%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5477	54.77%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5825	58.25%
Acute Oral Toxicity (c)	III	0.6499	64.99%
Estrogen receptor binding	+	0.7032	70.32%
Androgen receptor binding	+	0.5603	56.03%
Thyroid receptor binding	+	0.6297	62.97%
Glucocorticoid receptor binding	+	0.8349	83.49%
Aromatase binding	+	0.5859	58.59%
PPAR gamma	+	0.5636	56.36%
Honey bee toxicity	-	0.9336	93.36%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.83%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.81%	96.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.56%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.66%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	84.48%	91.19%
CHEMBL2581	P07339	Cathepsin D	84.14%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.83%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.78%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.60%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.43%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.29%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.15%	95.89%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.43%	96.09%

Plants that contains it

• Smallanthus sonchifolius

Cross-Links

• PubChem: 162895687
• LOTUS: LTS0103477
• wikiData: Q104986996