methyl 4-[7,15-dihydroxy-4-(hydroxymethyl)-4,10,13,14-tetramethyl-3,11-dioxo-2,5,6,7,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate

Details

• Internal ID: 6711c4ba-68c0-4786-a75e-89406d5ca5d5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: methyl 4-[7,15-dihydroxy-4-(hydroxymethyl)-4,10,13,14-tetramethyl-3,11-dioxo-2,5,6,7,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate
• SMILES (Canonical): CC(CCC(=O)OC)C1CC(C2(C1(CC(=O)C3=C2C(CC4C3(CCC(=O)C4(C)CO)C)O)C)C)O
• SMILES (Isomeric): CC(CCC(=O)OC)C1CC(C2(C1(CC(=O)C3=C2C(CC4C3(CCC(=O)C4(C)CO)C)O)C)C)O
• InChI: InChI=1S/C28H42O7/c1-15(7-8-22(34)35-6)16-11-21(33)28(5)24-17(30)12-19-25(2,10-9-20(32)26(19,3)14-29)23(24)18(31)13-27(16,28)4/h15-17,19,21,29-30,33H,7-14H2,1-6H3
• InChI Key: VGRAGVJGXZADGV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₂O₇
• Molecular Weight: 490.60 g/mol
• Exact Mass: 490.29305367 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 7
• 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	+	0.9864	98.64%
Caco-2	-	0.5696	56.96%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8421	84.21%
OATP2B1 inhibitior	-	0.7118	71.18%
OATP1B1 inhibitior	+	0.8436	84.36%
OATP1B3 inhibitior	+	0.9081	90.81%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5156	51.56%
BSEP inhibitior	+	0.7990	79.90%
P-glycoprotein inhibitior	-	0.4888	48.88%
P-glycoprotein substrate	+	0.5687	56.87%
CYP3A4 substrate	+	0.6882	68.82%
CYP2C9 substrate	-	0.7976	79.76%
CYP2D6 substrate	-	0.9044	90.44%
CYP3A4 inhibition	-	0.7440	74.40%
CYP2C9 inhibition	-	0.9013	90.13%
CYP2C19 inhibition	-	0.9369	93.69%
CYP2D6 inhibition	-	0.9455	94.55%
CYP1A2 inhibition	-	0.7435	74.35%
CYP2C8 inhibition	+	0.4618	46.18%
CYP inhibitory promiscuity	-	0.8862	88.62%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6546	65.46%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9342	93.42%
Skin irritation	+	0.6701	67.01%
Skin corrosion	-	0.9617	96.17%
Ames mutagenesis	-	0.7037	70.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4194	41.94%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6926	69.26%
skin sensitisation	-	0.9315	93.15%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7624	76.24%
Acute Oral Toxicity (c)	III	0.6304	63.04%
Estrogen receptor binding	+	0.7165	71.65%
Androgen receptor binding	+	0.7244	72.44%
Thyroid receptor binding	+	0.5964	59.64%
Glucocorticoid receptor binding	+	0.7721	77.21%
Aromatase binding	+	0.7061	70.61%
PPAR gamma	+	0.5372	53.72%
Honey bee toxicity	-	0.6943	69.43%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9841	98.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL299	P17252	Protein kinase C alpha	97.41%	98.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.64%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	95.86%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.70%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.84%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.06%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	90.92%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	90.00%	90.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.85%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.64%	99.23%
CHEMBL332	P03956	Matrix metalloproteinase-1	87.14%	94.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.98%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.80%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.34%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.97%	99.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.52%	91.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.77%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.16%	82.69%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.00%	96.90%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.72%	97.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.67%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.60%	100.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.21%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.15%	97.25%
CHEMBL5028	O14672	ADAM10	81.97%	97.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.78%	93.03%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.73%	94.33%
CHEMBL1937	Q92769	Histone deacetylase 2	80.38%	94.75%
CHEMBL220	P22303	Acetylcholinesterase	80.27%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.27%	92.62%

Plants that contains it

• Allium senescens
• Borassus flabellifer
• Cestrum nocturnum
• Dioscorea floribunda
• Dioscorea pseudojaponica
• Paris polyphylla
• Smilax china
• Trachycarpus fortunei
• Trillium erectum

Cross-Links

• PubChem: 137796302
• LOTUS: LTS0086446
• wikiData: Q105203822