5-[2-(8,15-dihydroxy-2,6,6,12-tetramethyl-14,17-dioxo-16-propan-2-yl-13-tetracyclo[7.4.4.01,9.02,7]heptadeca-11,15-dienyl)ethyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid

Details

• Internal ID: 72e5d86d-89cd-44f3-9656-2385977bd4df
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 5-[2-(8,15-dihydroxy-2,6,6,12-tetramethyl-14,17-dioxo-16-propan-2-yl-13-tetracyclo[7.4.4.01,9.02,7]heptadeca-11,15-dienyl)ethyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
• SMILES (Canonical): CC1=CCC23C(C4C(CCCC4(C2(C1CCC5C(=C)CCC6C5(CCCC6(C)C(=O)O)C)C(=O)C(=C(C3=O)C(C)C)O)C)(C)C)O
• SMILES (Isomeric): CC1=CCC23C(C4C(CCCC4(C2(C1CCC5C(=C)CCC6C5(CCCC6(C)C(=O)O)C)C(=O)C(=C(C3=O)C(C)C)O)C)(C)C)O
• InChI: InChI=1S/C40H58O6/c1-22(2)28-29(41)32(43)40-26(14-13-25-23(3)12-15-27-36(25,7)18-11-19-37(27,8)34(45)46)24(4)16-21-39(40,31(28)42)33(44)30-35(5,6)17-10-20-38(30,40)9/h16,22,25-27,30,33,41,44H,3,10-15,17-21H2,1-2,4-9H3,(H,45,46)
• InChI Key: YWPVNUYDOLAHPP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₈O₆
• Molecular Weight: 634.90 g/mol
• Exact Mass: 634.42333957 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 8.10
• Atomic LogP (AlogP): 8.40
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9838	98.38%
Caco-2	-	0.7830	78.30%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7998	79.98%
OATP2B1 inhibitior	-	0.5688	56.88%
OATP1B1 inhibitior	+	0.7385	73.85%
OATP1B3 inhibitior	-	0.5070	50.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6782	67.82%
BSEP inhibitior	+	0.9529	95.29%
P-glycoprotein inhibitior	+	0.7213	72.13%
P-glycoprotein substrate	+	0.5611	56.11%
CYP3A4 substrate	+	0.7074	70.74%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.8935	89.35%
CYP3A4 inhibition	-	0.8367	83.67%
CYP2C9 inhibition	-	0.7887	78.87%
CYP2C19 inhibition	-	0.8488	84.88%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.8420	84.20%
CYP2C8 inhibition	+	0.7074	70.74%
CYP inhibitory promiscuity	-	0.8618	86.18%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6657	66.57%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9112	91.12%
Skin irritation	+	0.6211	62.11%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	-	0.6064	60.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5160	51.60%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6576	65.76%
skin sensitisation	-	0.6286	62.86%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4650	46.50%
Acute Oral Toxicity (c)	I	0.6138	61.38%
Estrogen receptor binding	+	0.7058	70.58%
Androgen receptor binding	+	0.7493	74.93%
Thyroid receptor binding	+	0.5661	56.61%
Glucocorticoid receptor binding	+	0.8079	80.79%
Aromatase binding	+	0.7515	75.15%
PPAR gamma	+	0.6709	67.09%
Honey bee toxicity	-	0.7947	79.47%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
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	98.71%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	98.61%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.11%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.65%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.10%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.99%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.87%	90.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.25%	93.03%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.19%	96.47%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	84.08%	91.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.07%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.94%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.92%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.82%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.58%	95.89%
CHEMBL233	P35372	Mu opioid receptor	83.42%	97.93%
CHEMBL340	P08684	Cytochrome P450 3A4	81.65%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.45%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.27%	97.09%

Plants that contains it

• Taiwania cryptomerioides

Cross-Links

• PubChem: 163049729
• LOTUS: LTS0091825
• wikiData: Q105367021