1-[3-[6-[[3-[3-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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: 8ff645ee-f941-4002-82e3-7181329e9d14
• 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-5-hydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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
• InChI: InChI=1S/C57H92O28/c1-6-27(63)29-15-24(2)57(85-29)14-13-53(4)26-7-8-33-52(3,25(26)9-12-54(53,57)5)11-10-34(55(33,20-60)21-61)81-47-41(71)40(70)37(67)32(80-47)19-76-49-44(35(65)28(64)18-75-49)83-50-45(84-51-46(73)56(74,22-62)23-77-51)43(38(68)31(17-59)79-50)82-48-42(72)39(69)36(66)30(16-58)78-48/h24,28-51,58-62,64-74H,6-23H2,1-5H3
• InChI Key: STUSSGHYJCFKMG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₉₂O₂₈
• Molecular Weight: 1225.30 g/mol
• Exact Mass: 1224.57751227 g/mol
• Topological Polar Surface Area (TPSA): 442.00 Ų
• XlogP: -4.80
• Atomic LogP (AlogP): -5.03
• H-Bond Acceptor: 28
• H-Bond Donor: 16
• Rotatable Bonds: 18

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	-	0.8688	86.88%
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	+	0.8118	81.18%
OATP1B3 inhibitior	+	0.8848	88.48%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9086	90.86%
P-glycoprotein inhibitior	+	0.7440	74.40%
P-glycoprotein substrate	+	0.7068	70.68%
CYP3A4 substrate	+	0.7469	74.69%
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	+	0.7979	79.79%
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	-	0.8996	89.96%
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	+	0.8067	80.67%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6500	65.00%
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	-	0.7018	70.18%
Acute Oral Toxicity (c)	III	0.5308	53.08%
Estrogen receptor binding	+	0.7936	79.36%
Androgen receptor binding	+	0.7632	76.32%
Thyroid receptor binding	+	0.5729	57.29%
Glucocorticoid receptor binding	+	0.7114	71.14%
Aromatase binding	+	0.6464	64.64%
PPAR gamma	+	0.7965	79.65%
Honey bee toxicity	-	0.6556	65.56%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
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	97.47%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.20%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.75%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.35%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.17%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	93.67%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.85%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.43%	86.92%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.17%	96.61%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.68%	91.24%
CHEMBL259	P32245	Melanocortin receptor 4	89.27%	95.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.20%	94.45%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.36%	98.75%
CHEMBL2581	P07339	Cathepsin D	87.52%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.12%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.93%	94.00%
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%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.43%	96.90%
CHEMBL5255	O00206	Toll-like receptor 4	83.82%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.73%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.28%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.81%	92.94%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.71%	92.88%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.42%	82.50%
CHEMBL221	P23219	Cyclooxygenase-1	82.18%	90.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.02%	97.14%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.94%	92.86%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.80%	92.32%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.14%	100.00%
CHEMBL220	P22303	Acetylcholinesterase	81.06%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.96%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.06%	99.17%

Plants that contains it

• Scilla luciliae

Cross-Links

• PubChem: 85290510
• LOTUS: LTS0135337
• wikiData: Q105260631