(1S,2R,4S,5R,8R,10S,13R,14R,17S,18R,20S)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-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

Details

• Internal ID: 2b400f3d-46b6-4acc-b9d1-19caf60ff3bf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,2R,4S,5R,8R,10S,13R,14R,17S,18R,20S)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-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)O)O)OC5C(C(C(C(O5)CO)O)O)O)C)CCC67C3(CC(C8(C6CC(CC8)(C)C=O)CO7)O)C)C)C
• SMILES (Isomeric): C[C@@]1(CC[C@@]23CO[C@]4([C@@H]2C1)CC[C@@H]5[C@]6(CC[C@@H](C([C@@H]6CC[C@]5([C@@]4(C[C@H]3O)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@H](CO7)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C=O
• InChI: InChI=1S/C41H66O13/c1-35(2)23-7-11-38(5)24(8-12-41-25-15-36(3,19-43)13-14-40(25,20-51-41)26(45)16-39(38,41)6)37(23,4)10-9-27(35)53-34-32(28(46)21(44)18-50-34)54-33-31(49)30(48)29(47)22(17-42)52-33/h19,21-34,42,44-49H,7-18,20H2,1-6H3/t21-,22+,23-,24+,25+,26+,27-,28-,29+,30-,31+,32+,33-,34-,36-,37-,38+,39-,40+,41-/m0/s1
• InChI Key: FZQJTHNFFQEVBF-QVANKZTCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₆O₁₃
• Molecular Weight: 767.00 g/mol
• Exact Mass: 766.45034216 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6397	63.97%
Caco-2	-	0.8774	87.74%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7227	72.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7928	79.28%
OATP1B3 inhibitior	+	0.9276	92.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5603	56.03%
P-glycoprotein inhibitior	+	0.7513	75.13%
P-glycoprotein substrate	-	0.5531	55.31%
CYP3A4 substrate	+	0.7385	73.85%
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	+	0.6435	64.35%
CYP inhibitory promiscuity	-	0.9693	96.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6545	65.45%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9115	91.15%
Skin irritation	-	0.6766	67.66%
Skin corrosion	-	0.9455	94.55%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7540	75.40%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9229	92.29%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6800	68.00%
Acute Oral Toxicity (c)	I	0.6300	63.00%
Estrogen receptor binding	+	0.6660	66.60%
Androgen receptor binding	+	0.7451	74.51%
Thyroid receptor binding	-	0.6214	62.14%
Glucocorticoid receptor binding	+	0.6109	61.09%
Aromatase binding	+	0.6541	65.41%
PPAR gamma	+	0.7050	70.50%
Honey bee toxicity	-	0.5832	58.32%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
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	96.93%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.90%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.10%	91.11%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.96%	91.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.03%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.39%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.36%	98.95%
CHEMBL233	P35372	Mu opioid receptor	87.82%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.67%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.36%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.08%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.22%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.70%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.64%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.88%	97.28%
CHEMBL1937	Q92769	Histone deacetylase 2	84.10%	94.75%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.88%	96.77%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.84%	96.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.67%	95.89%
CHEMBL5028	O14672	ADAM10	81.50%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.25%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	80.58%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.53%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.38%	95.56%
CHEMBL325	Q13547	Histone deacetylase 1	80.06%	95.92%

Plants that contains it

• Androsace umbellata
• Lysimachia davurica

Cross-Links

• PubChem: 101412174
• LOTUS: LTS0054888
• wikiData: Q105005115