CID 14019197

Details

• Internal ID: ee5723b3-aa23-420c-a901-3cd45e5331e2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 10-[5-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-4,5,9,9,13,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosane-20-carbaldehyde
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(CO4)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(CO6)O)O)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)CCC89C3(CC(C1(C8CC(CC1)(C)C=O)CO9)O)C)C)C
• SMILES (Isomeric): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(CO4)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(CO6)O)O)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)CCC89C3(CC(C1(C8CC(CC1)(C)C=O)CO9)O)C)C)C
• InChI: InChI=1S/C52H84O22/c1-46(2)27-7-11-49(5)28(8-12-52-29-15-47(3,21-55)13-14-51(29,22-68-52)30(57)16-50(49,52)6)48(27,4)10-9-31(46)72-44-40(74-43-39(65)36(62)33(59)24(17-53)69-43)35(61)26(20-67-44)71-45-41(37(63)34(60)25(18-54)70-45)73-42-38(64)32(58)23(56)19-66-42/h21,23-45,53-54,56-65H,7-20,22H2,1-6H3
• InChI Key: JXTOWLUQSHIIDP-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₄O₂₂
• Molecular Weight: 1061.20 g/mol
• Exact Mass: 1060.54542430 g/mol
• Topological Polar Surface Area (TPSA): 343.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.89
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 11

Synonyms

• 23643-61-0
• 10-[5-[4,5-Dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-4,5,9,9,13,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosane-20-carbaldehyde

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6397	63.97%
Caco-2	-	0.8814	88.14%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7227	72.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7921	79.21%
OATP1B3 inhibitior	+	0.9276	92.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8484	84.84%
P-glycoprotein inhibitior	+	0.7446	74.46%
P-glycoprotein substrate	+	0.5264	52.64%
CYP3A4 substrate	+	0.7473	74.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8272	82.72%
CYP3A4 inhibition	-	0.9228	92.28%
CYP2C9 inhibition	-	0.8526	85.26%
CYP2C19 inhibition	-	0.8627	86.27%
CYP2D6 inhibition	-	0.9523	95.23%
CYP1A2 inhibition	-	0.9157	91.57%
CYP2C8 inhibition	+	0.7044	70.44%
CYP inhibitory promiscuity	-	0.9693	96.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6545	65.45%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9026	90.26%
Skin irritation	-	0.6766	67.66%
Skin corrosion	-	0.9455	94.55%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7620	76.20%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9229	92.29%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7102	71.02%
Acute Oral Toxicity (c)	I	0.6300	63.00%
Estrogen receptor binding	+	0.7840	78.40%
Androgen receptor binding	+	0.7529	75.29%
Thyroid receptor binding	-	0.5127	51.27%
Glucocorticoid receptor binding	+	0.6917	69.17%
Aromatase binding	+	0.6291	62.91%
PPAR gamma	+	0.7720	77.20%
Honey bee toxicity	-	0.5680	56.80%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.8764	87.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.12%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.83%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	92.18%	95.93%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.17%	91.24%
CHEMBL2581	P07339	Cathepsin D	90.25%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.78%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.97%	100.00%
CHEMBL233	P35372	Mu opioid receptor	87.65%	97.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.41%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.15%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.73%	97.28%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.69%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.05%	94.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.13%	96.21%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.32%	96.61%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.32%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.87%	91.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.82%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	81.45%	94.75%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.29%	92.88%
CHEMBL1871	P10275	Androgen Receptor	80.94%	96.43%
CHEMBL5028	O14672	ADAM10	80.73%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.72%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.60%	96.77%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.52%	82.38%

Plants that contains it

• Androsace integra
• Androsace umbellata
• Ardisia crenata
• Cyclamen coum
• Cyclamen mirabile
• Cyclamen persicum
• Cyclamen repandum
• Lysimachia patungensis
• Myrsine pellucida
• Primula denticulata

Cross-Links

• PubChem: 14019197
• LOTUS: LTS0028095
• wikiData: Q105136790