3-[[12-Acetyloxy-17-(2,5-dihydroxy-6-methylhept-6-en-2-yl)-17-hydroxy-4,4,8,10,14-pentamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3-oxopropanoic acid

Details

• Internal ID: 23a35d7b-1bf2-4cc9-bfda-b22a861caf8d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-[[12-acetyloxy-17-(2,5-dihydroxy-6-methylhept-6-en-2-yl)-17-hydroxy-4,4,8,10,14-pentamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3-oxopropanoic acid
• SMILES (Canonical): CC(=C)C(CCC(C)(C1(CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC(=O)CC(=O)O)C)C)OC(=O)C)C)O)O)O
• SMILES (Isomeric): CC(=C)C(CCC(C)(C1(CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC(=O)CC(=O)O)C)C)OC(=O)C)C)O)O)O
• InChI: InChI=1S/C35H56O9/c1-20(2)22(37)10-15-34(9,41)35(42)17-16-33(8)29(35)23(43-21(3)36)18-25-31(6)13-12-26(44-28(40)19-27(38)39)30(4,5)24(31)11-14-32(25,33)7/h22-26,29,37,41-42H,1,10-19H2,2-9H3,(H,38,39)
• InChI Key: RSTYWOGTSWZRCI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₆O₉
• Molecular Weight: 620.80 g/mol
• Exact Mass: 620.39243336 g/mol
• Topological Polar Surface Area (TPSA): 151.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.18
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9795	97.95%
Caco-2	-	0.8215	82.15%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8231	82.31%
OATP2B1 inhibitior	-	0.5652	56.52%
OATP1B1 inhibitior	+	0.8449	84.49%
OATP1B3 inhibitior	-	0.3738	37.38%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7532	75.32%
BSEP inhibitior	+	0.6735	67.35%
P-glycoprotein inhibitior	+	0.7327	73.27%
P-glycoprotein substrate	+	0.5931	59.31%
CYP3A4 substrate	+	0.7406	74.06%
CYP2C9 substrate	-	0.8149	81.49%
CYP2D6 substrate	-	0.8784	87.84%
CYP3A4 inhibition	-	0.6846	68.46%
CYP2C9 inhibition	-	0.7617	76.17%
CYP2C19 inhibition	-	0.7372	73.72%
CYP2D6 inhibition	-	0.9549	95.49%
CYP1A2 inhibition	-	0.8374	83.74%
CYP2C8 inhibition	+	0.6130	61.30%
CYP inhibitory promiscuity	-	0.9400	94.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6946	69.46%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9103	91.03%
Skin irritation	+	0.6462	64.62%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4246	42.46%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8097	80.97%
skin sensitisation	-	0.7867	78.67%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6928	69.28%
Acute Oral Toxicity (c)	I	0.6580	65.80%
Estrogen receptor binding	+	0.6680	66.80%
Androgen receptor binding	+	0.6873	68.73%
Thyroid receptor binding	-	0.5162	51.62%
Glucocorticoid receptor binding	+	0.6631	66.31%
Aromatase binding	+	0.7113	71.13%
PPAR gamma	+	0.6542	65.42%
Honey bee toxicity	-	0.6524	65.24%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.08%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.16%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.54%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.35%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	94.17%	91.19%
CHEMBL2996	Q05655	Protein kinase C delta	94.10%	97.79%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.54%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.51%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.23%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.89%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.33%	98.95%
CHEMBL299	P17252	Protein kinase C alpha	89.60%	98.03%
CHEMBL2413	P32246	C-C chemokine receptor type 1	89.59%	89.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.64%	100.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.69%	85.31%
CHEMBL221	P23219	Cyclooxygenase-1	87.65%	90.17%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.33%	82.50%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.53%	90.93%
CHEMBL1914	P06276	Butyrylcholinesterase	85.08%	95.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.85%	96.38%
CHEMBL5028	O14672	ADAM10	84.78%	97.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.70%	97.29%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.67%	95.71%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.61%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.20%	95.89%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	83.14%	97.34%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.06%	91.03%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.86%	94.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.75%	94.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.55%	97.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.08%	95.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.63%	100.00%
CHEMBL1075317	P61964	WD repeat-containing protein 5	81.59%	96.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.46%	93.04%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.92%	96.90%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.64%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.40%	91.07%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.38%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.18%	95.89%

Plants that contains it

• Betula pendula

Cross-Links

• PubChem: 56776407
• LOTUS: LTS0273320
• wikiData: Q105244868