1-[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-4,4-bis(hydroxymethyl)-4',10,13,14-tetramethylspiro[1,2,3,5,6,7,11,12,15,16-decahydrocyclopenta[a]phenanthrene-17,5'-oxolane]-2'-yl]propan-1-one

Details

• Internal ID: 0150b6c0-f9ff-47dd-8170-3a27e535fa4c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 1-[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-4,4-bis(hydroxymethyl)-4',10,13,14-tetramethylspiro[1,2,3,5,6,7,11,12,15,16-decahydrocyclopenta[a]phenanthrene-17,5'-oxolane]-2'-yl]propan-1-one
• SMILES (Canonical): CCC(=O)C1CC(C2(O1)CCC3(C2(CCC4=C3CCC5C4(CCC(C5(CO)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)CCC3(C2(CCC4=C3CCC5C4(CCC(C5(CO)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/C51H82O23/c1-6-26(56)28-15-23(2)51(74-28)14-13-47(4)25-7-8-31-46(3,24(25)9-12-48(47,51)5)11-10-32(49(31,19-53)20-54)71-42-38(63)36(61)35(60)30(70-42)18-67-43-39(33(58)27(57)17-66-43)72-44-40(37(62)34(59)29(16-52)69-44)73-45-41(64)50(65,21-55)22-68-45/h23,27-45,52-55,57-65H,6-22H2,1-5H3
• InChI Key: LACGFVMQJFXGRV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂O₂₃
• Molecular Weight: 1063.20 g/mol
• Exact Mass: 1062.52468886 g/mol
• Topological Polar Surface Area (TPSA): 363.00 Ų
• XlogP: -3.20
• Atomic LogP (AlogP): -2.86
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8976	89.76%
Caco-2	-	0.8750	87.50%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7839	78.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8117	81.17%
OATP1B3 inhibitior	+	0.8848	88.48%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9182	91.82%
P-glycoprotein inhibitior	+	0.7458	74.58%
P-glycoprotein substrate	+	0.6887	68.87%
CYP3A4 substrate	+	0.7453	74.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8671	86.71%
CYP3A4 inhibition	-	0.8066	80.66%
CYP2C9 inhibition	-	0.9030	90.30%
CYP2C19 inhibition	-	0.9064	90.64%
CYP2D6 inhibition	-	0.9282	92.82%
CYP1A2 inhibition	-	0.9152	91.52%
CYP2C8 inhibition	+	0.7873	78.73%
CYP inhibitory promiscuity	-	0.9080	90.80%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5035	50.35%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9029	90.29%
Skin irritation	+	0.5778	57.78%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8227	82.27%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9215	92.15%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7243	72.43%
Acute Oral Toxicity (c)	III	0.5308	53.08%
Estrogen receptor binding	+	0.8023	80.23%
Androgen receptor binding	+	0.7609	76.09%
Thyroid receptor binding	-	0.4946	49.46%
Glucocorticoid receptor binding	+	0.6712	67.12%
Aromatase binding	+	0.6313	63.13%
PPAR gamma	+	0.7794	77.94%
Honey bee toxicity	-	0.6587	65.87%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9601	96.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	97.58%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.30%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.54%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.07%	96.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	94.07%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.92%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.78%	96.61%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.13%	86.92%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.85%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.53%	98.75%
CHEMBL259	P32245	Melanocortin receptor 4	88.09%	95.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.01%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.50%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.97%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.58%	94.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.47%	91.24%
CHEMBL221	P23219	Cyclooxygenase-1	86.45%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.44%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	85.23%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.48%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.46%	92.94%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.29%	96.90%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	84.20%	92.32%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.93%	92.86%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.73%	94.33%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.37%	82.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.28%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	82.65%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.38%	97.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.25%	92.88%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.14%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.96%	95.89%
CHEMBL1871	P10275	Androgen Receptor	80.67%	96.43%

Plants that contains it

• Leopoldia comosa
• Scilla luciliae

Cross-Links

• PubChem: 163002239
• LOTUS: LTS0230551
• wikiData: Q105148569