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

Details

• Internal ID: ff2b9f7e-2993-4b20-97f5-fa8ee908940d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 1-[(2'S,3S,4'R,5R,10S,13S,14S,17S)-4,4-bis(hydroxymethyl)-4',10,13,14-tetramethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[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)CO)O)O)O)C)C)C)C
• SMILES (Isomeric): CCC(=O)[C@@H]1C[C@H]([C@@]2(O1)CC[C@@]3([C@@]2(CCC4=C3CC[C@@H]5[C@@]4(CC[C@@H](C5(CO)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)C)C
• InChI: InChI=1S/C35H56O10/c1-6-22(39)23-15-19(2)35(45-23)14-13-32(4)21-7-8-25-31(3,20(21)9-12-33(32,35)5)11-10-26(34(25,17-37)18-38)44-30-29(42)28(41)27(40)24(16-36)43-30/h19,23-30,36-38,40-42H,6-18H2,1-5H3/t19-,23+,24-,25-,26+,27-,28+,29-,30+,31-,32+,33+,35+/m1/s1
• InChI Key: XSKQDKQMKQAAST-DGTLOFDQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₆O₁₀
• Molecular Weight: 636.80 g/mol
• Exact Mass: 636.38734798 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8767	87.67%
Caco-2	-	0.8389	83.89%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8063	80.63%
OATP2B1 inhibitior	-	0.5824	58.24%
OATP1B1 inhibitior	+	0.7932	79.32%
OATP1B3 inhibitior	+	0.8581	85.81%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7919	79.19%
P-glycoprotein inhibitior	+	0.6990	69.90%
P-glycoprotein substrate	-	0.5944	59.44%
CYP3A4 substrate	+	0.7061	70.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8581	85.81%
CYP3A4 inhibition	-	0.8736	87.36%
CYP2C9 inhibition	-	0.8958	89.58%
CYP2C19 inhibition	-	0.8846	88.46%
CYP2D6 inhibition	-	0.9291	92.91%
CYP1A2 inhibition	-	0.8851	88.51%
CYP2C8 inhibition	+	0.6800	68.00%
CYP inhibitory promiscuity	-	0.8398	83.98%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5233	52.33%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9240	92.40%
Skin irritation	+	0.5075	50.75%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.6224	62.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7340	73.40%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.9216	92.16%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6583	65.83%
Acute Oral Toxicity (c)	III	0.6036	60.36%
Estrogen receptor binding	+	0.6297	62.97%
Androgen receptor binding	+	0.7552	75.52%
Thyroid receptor binding	-	0.6122	61.22%
Glucocorticoid receptor binding	+	0.5633	56.33%
Aromatase binding	+	0.6536	65.36%
PPAR gamma	+	0.5558	55.58%
Honey bee toxicity	-	0.7540	75.40%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6249	62.49%
Fish aquatic toxicity	+	0.9735	97.35%

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	96.99%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.13%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.27%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.01%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.06%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.67%	95.50%
CHEMBL2581	P07339	Cathepsin D	88.86%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	88.05%	95.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.74%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.59%	99.17%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.47%	82.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.19%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.65%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.90%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.39%	96.21%
CHEMBL226	P30542	Adenosine A1 receptor	80.24%	95.93%

Plants that contains it

• Muscari armeniacum

Cross-Links

• PubChem: 162888244
• LOTUS: LTS0115696
• wikiData: Q105341063