1-[3-[6-[[3-[4,5-Dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-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: e15d7c1e-ada3-44af-88d6-857dd338bd0d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 1-[3-[6-[[3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-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
• 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(C(C(O9)C)O)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(C(C(O9)C)O)O)O)O)O)O)C)C)C)C
• InChI: InChI=1S/C52H84O23/c1-7-26(56)28-16-22(2)52(75-28)15-14-49(5)25-8-9-31-48(4,24(25)10-13-50(49,52)6)12-11-32(51(31,20-54)21-55)72-45-41(66)38(63)36(61)30(71-45)19-68-46-42(34(59)27(57)18-67-46)74-47-43(39(64)35(60)29(17-53)70-47)73-44-40(65)37(62)33(58)23(3)69-44/h22-23,27-47,53-55,57-66H,7-21H2,1-6H3
• InChI Key: CLNMSZZSRDHOTQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₄O₂₃
• Molecular Weight: 1077.20 g/mol
• Exact Mass: 1076.54033892 g/mol
• Topological Polar Surface Area (TPSA): 363.00 Ų
• XlogP: -3.10
• Atomic LogP (AlogP): -2.47
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8976	89.76%
Caco-2	-	0.8784	87.84%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7839	78.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8065	80.65%
OATP1B3 inhibitior	+	0.8848	88.48%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9140	91.40%
P-glycoprotein inhibitior	+	0.7459	74.59%
P-glycoprotein substrate	+	0.6611	66.11%
CYP3A4 substrate	+	0.7387	73.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8581	85.81%
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	+	0.7677	76.77%
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	-	0.9035	90.35%
Skin irritation	+	0.5778	57.78%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8033	80.33%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9215	92.15%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8972	89.72%
Acute Oral Toxicity (c)	III	0.5308	53.08%
Estrogen receptor binding	+	0.8303	83.03%
Androgen receptor binding	+	0.7547	75.47%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6857	68.57%
Aromatase binding	+	0.6334	63.34%
PPAR gamma	+	0.7974	79.74%
Honey bee toxicity	-	0.6568	65.68%
Biodegradation	-	0.6750	67.50%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.25%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.31%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.16%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.41%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	95.35%	95.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	92.82%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.07%	97.09%
CHEMBL259	P32245	Melanocortin receptor 4	89.12%	95.38%
CHEMBL2581	P07339	Cathepsin D	89.05%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.42%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.89%	97.36%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.77%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.00%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.55%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.78%	86.92%
CHEMBL340	P08684	Cytochrome P450 3A4	82.62%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.55%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.41%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.17%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.92%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.73%	96.90%
CHEMBL5255	O00206	Toll-like receptor 4	80.49%	92.50%
CHEMBL221	P23219	Cyclooxygenase-1	80.46%	90.17%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.35%	92.32%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.17%	95.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.13%	82.50%

Plants that contains it

• Muscari botryoides
• Scilla luciliae

Cross-Links

• PubChem: 14263469
• LOTUS: LTS0056157
• wikiData: Q104963670