[17-Hydroxy-17-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-12-yl] acetate

Details

• Internal ID: 884f0936-ee2d-4bba-bb8a-367bc12b0a38
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [17-hydroxy-17-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-12-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC2C3(CCC(C(C3CCC2(C4(C1C(CC4)(C5(CCC(O5)C(C)(C)O)C)O)C)C)(C)C)OC6C(C(C(C(O6)CO)O)O)O)C
• SMILES (Isomeric): CC(=O)OC1CC2C3(CCC(C(C3CCC2(C4(C1C(CC4)(C5(CCC(O5)C(C)(C)O)C)O)C)C)(C)C)OC6C(C(C(C(O6)CO)O)O)O)C
• InChI: InChI=1S/C38H64O11/c1-20(40)46-21-18-24-34(6)13-11-25(48-31-29(43)28(42)27(41)22(19-39)47-31)32(2,3)23(34)10-14-35(24,7)36(8)16-17-38(45,30(21)36)37(9)15-12-26(49-37)33(4,5)44/h21-31,39,41-45H,10-19H2,1-9H3
• InChI Key: UKBKOTMGOXIIDA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₄O₁₁
• Molecular Weight: 696.90 g/mol
• Exact Mass: 696.44486285 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7897	78.97%
Caco-2	-	0.8603	86.03%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8246	82.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8300	83.00%
OATP1B3 inhibitior	+	0.9188	91.88%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7287	72.87%
BSEP inhibitior	-	0.8525	85.25%
P-glycoprotein inhibitior	+	0.7776	77.76%
P-glycoprotein substrate	-	0.6508	65.08%
CYP3A4 substrate	+	0.7430	74.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8898	88.98%
CYP3A4 inhibition	-	0.8203	82.03%
CYP2C9 inhibition	-	0.8659	86.59%
CYP2C19 inhibition	-	0.9234	92.34%
CYP2D6 inhibition	-	0.9516	95.16%
CYP1A2 inhibition	-	0.9221	92.21%
CYP2C8 inhibition	+	0.6729	67.29%
CYP inhibitory promiscuity	-	0.9425	94.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6506	65.06%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9127	91.27%
Skin irritation	-	0.6395	63.95%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7270	72.70%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7406	74.06%
skin sensitisation	-	0.9296	92.96%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6614	66.14%
Acute Oral Toxicity (c)	I	0.6522	65.22%
Estrogen receptor binding	+	0.6014	60.14%
Androgen receptor binding	+	0.7251	72.51%
Thyroid receptor binding	-	0.6028	60.28%
Glucocorticoid receptor binding	+	0.6406	64.06%
Aromatase binding	+	0.6833	68.33%
PPAR gamma	+	0.6913	69.13%
Honey bee toxicity	-	0.6313	63.13%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9101	91.01%

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	96.69%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.42%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.27%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.93%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.75%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.19%	96.61%
CHEMBL259	P32245	Melanocortin receptor 4	89.71%	95.38%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	88.90%	82.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.72%	91.24%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	88.50%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.81%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.67%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.36%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.21%	97.28%
CHEMBL5255	O00206	Toll-like receptor 4	86.94%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.10%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.43%	93.04%
CHEMBL220	P22303	Acetylcholinesterase	85.42%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.77%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.64%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.40%	92.62%
CHEMBL2996	Q05655	Protein kinase C delta	82.98%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.44%	85.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.42%	100.00%
CHEMBL5028	O14672	ADAM10	82.04%	97.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.00%	95.71%
CHEMBL2581	P07339	Cathepsin D	81.94%	98.95%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.83%	95.36%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.70%	94.23%
CHEMBL237	P41145	Kappa opioid receptor	80.95%	98.10%
CHEMBL340	P08684	Cytochrome P450 3A4	80.94%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.07%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.06%	91.07%

Plants that contains it

• Betula maximowicziana
• Eremanthus mollis

Cross-Links

• PubChem: 77685550
• LOTUS: LTS0005346
• wikiData: Q104934853