2,6,12-Trimethylpentacyclo[11.2.1.01,10.02,7.012,14]hexadecane-6-carboxylic acid

Details

• Internal ID: 9224da95-706e-4ead-8315-3806626a26b7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids
• IUPAC Name: 2,6,12-trimethylpentacyclo[11.2.1.01,10.02,7.012,14]hexadecane-6-carboxylic acid
• SMILES (Canonical): CC1(CCCC2(C1CCC3C24CC5C(C4)C5(C3)C)C)C(=O)O
• SMILES (Isomeric): CC1(CCCC2(C1CCC3C24CC5C(C4)C5(C3)C)C)C(=O)O
• InChI: InChI=1S/C20H30O2/c1-17(16(21)22)7-4-8-19(3)15(17)6-5-12-9-18(2)13-10-20(12,19)11-14(13)18/h12-15H,4-11H2,1-3H3,(H,21,22)
• InChI Key: MWAMRLIQNGNHLA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.73
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.8650	86.50%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4309	43.09%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8582	85.82%
OATP1B3 inhibitior	+	0.8777	87.77%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.6155	61.55%
P-glycoprotein inhibitior	-	0.7605	76.05%
P-glycoprotein substrate	-	0.8781	87.81%
CYP3A4 substrate	+	0.6163	61.63%
CYP2C9 substrate	-	0.5708	57.08%
CYP2D6 substrate	-	0.8597	85.97%
CYP3A4 inhibition	-	0.9030	90.30%
CYP2C9 inhibition	+	0.5282	52.82%
CYP2C19 inhibition	-	0.6505	65.05%
CYP2D6 inhibition	-	0.9431	94.31%
CYP1A2 inhibition	-	0.5522	55.22%
CYP2C8 inhibition	-	0.8060	80.60%
CYP inhibitory promiscuity	-	0.9468	94.68%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6152	61.52%
Eye corrosion	-	0.9444	94.44%
Eye irritation	-	0.8854	88.54%
Skin irritation	-	0.6605	66.05%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7755	77.55%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6357	63.57%
skin sensitisation	-	0.5398	53.98%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6131	61.31%
Acute Oral Toxicity (c)	III	0.7139	71.39%
Estrogen receptor binding	+	0.9148	91.48%
Androgen receptor binding	+	0.6010	60.10%
Thyroid receptor binding	+	0.6854	68.54%
Glucocorticoid receptor binding	+	0.7993	79.93%
Aromatase binding	+	0.8219	82.19%
PPAR gamma	-	0.5782	57.82%
Honey bee toxicity	-	0.9157	91.57%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9932	99.32%

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	94.57%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.92%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	88.67%	91.19%
CHEMBL233	P35372	Mu opioid receptor	87.77%	97.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.56%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.46%	82.69%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.75%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.23%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.16%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.55%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.20%	95.56%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	80.01%	98.24%

Plants that contains it

• Helichrysum chionosphaerum

Cross-Links

• PubChem: 163019894
• LOTUS: LTS0247909
• wikiData: Q105173479