17-(6-hydroperoxy-6-methylhept-4-en-2-yl)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-7,11-dione

Details

• Internal ID: 4b5bcbdf-dc4a-402f-aa57-41ab388d25e7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 17-(6-hydroperoxy-6-methylhept-4-en-2-yl)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-7,11-dione
• SMILES (Canonical): CC(CC=CC(C)(C)OO)C1CCC2(C1(CC(=O)C3=C2C(=O)CC4C3(CCC(C4(C)C)O)C)C)C
• SMILES (Isomeric): CC(CC=CC(C)(C)OO)C1CCC2(C1(CC(=O)C3=C2C(=O)CC4C3(CCC(C4(C)C)O)C)C)C
• InChI: InChI=1S/C30H46O5/c1-18(10-9-13-26(2,3)35-34)19-11-15-29(7)25-20(31)16-22-27(4,5)23(33)12-14-28(22,6)24(25)21(32)17-30(19,29)8/h9,13,18-19,22-23,33-34H,10-12,14-17H2,1-8H3
• InChI Key: AAWUBULPPJPQDA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₅
• Molecular Weight: 486.70 g/mol
• Exact Mass: 486.33452456 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 6.31
• H-Bond Acceptor: 5
• 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	+	0.9925	99.25%
Caco-2	+	0.4931	49.31%
Blood Brain Barrier	+	0.6888	68.88%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8325	83.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8545	85.45%
OATP1B3 inhibitior	+	0.8524	85.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5782	57.82%
BSEP inhibitior	+	0.9579	95.79%
P-glycoprotein inhibitior	+	0.6467	64.67%
P-glycoprotein substrate	-	0.6315	63.15%
CYP3A4 substrate	+	0.6784	67.84%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	-	0.8642	86.42%
CYP3A4 inhibition	-	0.7070	70.70%
CYP2C9 inhibition	-	0.8346	83.46%
CYP2C19 inhibition	-	0.8771	87.71%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.9028	90.28%
CYP2C8 inhibition	-	0.6324	63.24%
CYP inhibitory promiscuity	-	0.7108	71.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6597	65.97%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9413	94.13%
Skin irritation	+	0.5375	53.75%
Skin corrosion	-	0.9269	92.69%
Ames mutagenesis	-	0.5562	55.62%
Human Ether-a-go-go-Related Gene inhibition	+	0.6826	68.26%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7353	73.53%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.7085	70.85%
Acute Oral Toxicity (c)	III	0.5857	58.57%
Estrogen receptor binding	+	0.7103	71.03%
Androgen receptor binding	+	0.6783	67.83%
Thyroid receptor binding	+	0.6893	68.93%
Glucocorticoid receptor binding	+	0.8023	80.23%
Aromatase binding	+	0.7451	74.51%
PPAR gamma	+	0.6725	67.25%
Honey bee toxicity	-	0.6723	67.23%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9970	99.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.92%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.59%	98.95%
CHEMBL240	Q12809	HERG	96.25%	89.76%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.59%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.29%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	92.53%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.86%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.05%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.78%	89.34%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.45%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.03%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	87.02%	97.79%
CHEMBL2179	P04062	Beta-glucocerebrosidase	86.12%	85.31%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.88%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.09%	91.07%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.07%	91.24%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.01%	82.69%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.77%	92.88%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.51%	100.00%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	81.29%	95.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.03%	86.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.80%	91.03%

Plants that contains it

• Euphorbia micractina

Cross-Links

• PubChem: 75033265
• LOTUS: LTS0244280
• wikiData: Q104908402