6-(6-Hydroxy-7,7,13,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl)-2-methylhept-2-enoic acid

Details

• Internal ID: c2237b63-a152-4ddc-be1c-67c59b713613
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 6-(6-hydroxy-7,7,13,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl)-2-methylhept-2-enoic acid
• SMILES (Canonical): CC1CC(C2(C1C3CCC4C(C(CCC45C3(C5)CC2)O)(C)C)C)C(C)CCC=C(C)C(=O)O
• SMILES (Isomeric): CC1CC(C2(C1C3CCC4C(C(CCC45C3(C5)CC2)O)(C)C)C)C(C)CCC=C(C)C(=O)O
• InChI: InChI=1S/C30H48O3/c1-18(8-7-9-19(2)26(32)33)22-16-20(3)25-21-10-11-23-27(4,5)24(31)12-13-30(23)17-29(21,30)15-14-28(22,25)6/h9,18,20-25,31H,7-8,10-17H2,1-6H3,(H,32,33)
• InChI Key: BZJFZRWUAUGEDG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₃
• Molecular Weight: 456.70 g/mol
• Exact Mass: 456.36034539 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 8.30
• Atomic LogP (AlogP): 7.09
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	-	0.6323	63.23%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7790	77.90%
OATP2B1 inhibitior	-	0.5674	56.74%
OATP1B1 inhibitior	+	0.8342	83.42%
OATP1B3 inhibitior	+	0.9112	91.12%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.8896	88.96%
P-glycoprotein inhibitior	-	0.5402	54.02%
P-glycoprotein substrate	-	0.5989	59.89%
CYP3A4 substrate	+	0.6862	68.62%
CYP2C9 substrate	-	0.7939	79.39%
CYP2D6 substrate	-	0.8969	89.69%
CYP3A4 inhibition	-	0.8355	83.55%
CYP2C9 inhibition	-	0.7856	78.56%
CYP2C19 inhibition	-	0.8626	86.26%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.8927	89.27%
CYP2C8 inhibition	-	0.6682	66.82%
CYP inhibitory promiscuity	-	0.7611	76.11%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6393	63.93%
Eye corrosion	-	0.9954	99.54%
Eye irritation	-	0.9425	94.25%
Skin irritation	+	0.5973	59.73%
Skin corrosion	-	0.9553	95.53%
Ames mutagenesis	-	0.6872	68.72%
Human Ether-a-go-go-Related Gene inhibition	-	0.4264	42.64%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5197	51.97%
skin sensitisation	-	0.5605	56.05%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.9172	91.72%
Acute Oral Toxicity (c)	III	0.4494	44.94%
Estrogen receptor binding	+	0.7657	76.57%
Androgen receptor binding	+	0.7650	76.50%
Thyroid receptor binding	+	0.6580	65.80%
Glucocorticoid receptor binding	+	0.7629	76.29%
Aromatase binding	+	0.7521	75.21%
PPAR gamma	+	0.7127	71.27%
Honey bee toxicity	-	0.7668	76.68%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9961	99.61%

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	97.05%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.44%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.10%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	93.13%	93.00%
CHEMBL2581	P07339	Cathepsin D	92.59%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.26%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.75%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.99%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.72%	95.58%
CHEMBL233	P35372	Mu opioid receptor	90.65%	97.93%
CHEMBL340	P08684	Cytochrome P450 3A4	90.56%	91.19%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.87%	98.75%
CHEMBL237	P41145	Kappa opioid receptor	88.63%	98.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.07%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.57%	82.69%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.36%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.02%	100.00%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	86.81%	96.03%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.68%	96.95%
CHEMBL2514	O95665	Neurotensin receptor 2	85.48%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.83%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.60%	100.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	84.53%	99.18%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.00%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.70%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.46%	96.77%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.41%	97.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.39%	92.94%

Plants that contains it

• Mangifera indica

Cross-Links

• PubChem: 162945698
• LOTUS: LTS0203712
• wikiData: Q105006365