3-[6-[[3-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-(hydroxymethyl)-3',4,10,13,14-pentamethyl-5'-propanoylspiro[2,3,5,6,7,11,12,16-octahydro-1H-cyclopenta[a]phenanthrene-17,2'-oxolane]-15-one

Details

• Internal ID: 09b6149a-ef3f-43a5-af3d-1538293d28bb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-[6-[[3-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-(hydroxymethyl)-3',4,10,13,14-pentamethyl-5'-propanoylspiro[2,3,5,6,7,11,12,16-octahydro-1H-cyclopenta[a]phenanthrene-17,2'-oxolane]-15-one
• SMILES (Canonical): CCC(=O)C1CC(C2(O1)CC(=O)C3(C2(CCC4=C3CCC5C4(CCC(C5(C)CO)OC6C(C(C(C(O6)COC7C(C(C(CO7)O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(CO9)(CO)O)O)O)O)O)C)C)C)C
• SMILES (Isomeric): CCC(=O)C1CC(C2(O1)CC(=O)C3(C2(CCC4=C3CCC5C4(CCC(C5(C)CO)OC6C(C(C(C(O6)COC7C(C(C(CO7)O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(CO9)(CO)O)O)O)O)O)C)C)C)C
• InChI: InChI=1S/C51H80O23/c1-7-25(55)27-14-22(2)51(74-27)15-31(57)49(6)24-8-9-30-46(3,23(24)10-13-48(49,51)5)12-11-32(47(30,4)19-53)71-42-38(63)36(61)35(60)29(70-42)18-67-43-39(33(58)26(56)17-66-43)72-44-40(37(62)34(59)28(16-52)69-44)73-45-41(64)50(65,20-54)21-68-45/h22,26-30,32-45,52-54,56,58-65H,7-21H2,1-6H3
• InChI Key: CMCAALWJSWZRIK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₀O₂₃
• Molecular Weight: 1061.20 g/mol
• Exact Mass: 1060.50903879 g/mol
• Topological Polar Surface Area (TPSA): 360.00 Ų
• XlogP: -3.30
• Atomic LogP (AlogP): -2.65
• H-Bond Acceptor: 23
• H-Bond Donor: 12
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8843	88.43%
Caco-2	-	0.8741	87.41%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8293	82.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8197	81.97%
OATP1B3 inhibitior	+	0.9075	90.75%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9507	95.07%
P-glycoprotein inhibitior	+	0.7478	74.78%
P-glycoprotein substrate	+	0.7141	71.41%
CYP3A4 substrate	+	0.7474	74.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8671	86.71%
CYP3A4 inhibition	-	0.6466	64.66%
CYP2C9 inhibition	-	0.8830	88.30%
CYP2C19 inhibition	-	0.9109	91.09%
CYP2D6 inhibition	-	0.9372	93.72%
CYP1A2 inhibition	-	0.9156	91.56%
CYP2C8 inhibition	+	0.7807	78.07%
CYP inhibitory promiscuity	-	0.9286	92.86%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4586	45.86%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9020	90.20%
Skin irritation	+	0.6083	60.83%
Skin corrosion	-	0.9367	93.67%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8360	83.60%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6101	61.01%
skin sensitisation	-	0.9298	92.98%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6177	61.77%
Acute Oral Toxicity (c)	III	0.5966	59.66%
Estrogen receptor binding	+	0.7892	78.92%
Androgen receptor binding	+	0.7614	76.14%
Thyroid receptor binding	+	0.5454	54.54%
Glucocorticoid receptor binding	+	0.7170	71.70%
Aromatase binding	+	0.6275	62.75%
PPAR gamma	+	0.7940	79.40%
Honey bee toxicity	-	0.6496	64.96%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9720	97.20%

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	97.63%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.21%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.35%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.89%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	92.19%	95.93%
CHEMBL220	P22303	Acetylcholinesterase	91.47%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.47%	91.24%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.91%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.12%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.69%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.63%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.46%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.27%	95.56%
CHEMBL259	P32245	Melanocortin receptor 4	88.91%	95.38%
CHEMBL2581	P07339	Cathepsin D	88.68%	98.95%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.54%	96.90%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.45%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	87.21%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.67%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.61%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.59%	89.00%
CHEMBL1902	P62942	FK506-binding protein 1A	84.52%	97.05%
CHEMBL1937	Q92769	Histone deacetylase 2	84.47%	94.75%
CHEMBL221	P23219	Cyclooxygenase-1	84.41%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.65%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.56%	91.07%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.18%	92.88%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.50%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.32%	96.09%
CHEMBL5255	O00206	Toll-like receptor 4	82.32%	92.50%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.09%	83.57%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.70%	96.77%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.50%	82.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.49%	95.71%
CHEMBL1871	P10275	Androgen Receptor	81.42%	96.43%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.34%	93.04%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.83%	100.00%
CHEMBL4530	P00488	Coagulation factor XIII	80.72%	96.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.26%	82.69%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.11%	95.83%

Plants that contains it

• Bellevalia paradoxa
• Leopoldia comosa

Cross-Links

• PubChem: 13917733
• LOTUS: LTS0006268
• wikiData: Q104964307