(1S,4S,5R,8R,10S,13R,14R,17S,18R,20S)-10-[(2S,3R,4S,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5,9,9,13,20-hexamethyl-2-oxo-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosane-20-carbaldehyde

Details

• Internal ID: 376f37aa-bce3-4e8a-a4b0-cdb7b3a1264d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,4S,5R,8R,10S,13R,14R,17S,18R,20S)-10-[(2S,3R,4S,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5,9,9,13,20-hexamethyl-2-oxo-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(=O)C1(C8CC(CC1)(C)C=O)CO9)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(CC3=O)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@H](CO7)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C)C=O
• InChI: InChI=1S/C52H82O22/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/h21,23-29,31-45,53-54,56,58-65H,7-20,22H2,1-6H3/t23-,24-,25-,26+,27+,28-,29-,31+,32+,33-,34-,35+,36+,37+,38-,39-,40-,41-,42+,43+,44+,45+,47+,48+,49-,50+,51-,52+/m1/s1
• InChI Key: APGPCWXRMQAUIG-CTHVCYQTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₂O₂₂
• Molecular Weight: 1059.20 g/mol
• Exact Mass: 1058.52977424 g/mol
• Topological Polar Surface Area (TPSA): 340.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.69
• H-Bond Acceptor: 22
• H-Bond Donor: 11
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5933	59.33%
Caco-2	-	0.8795	87.95%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7570	75.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7846	78.46%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8367	83.67%
P-glycoprotein inhibitior	+	0.7453	74.53%
P-glycoprotein substrate	+	0.5180	51.80%
CYP3A4 substrate	+	0.7492	74.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8543	85.43%
CYP3A4 inhibition	-	0.8655	86.55%
CYP2C9 inhibition	-	0.8436	84.36%
CYP2C19 inhibition	-	0.8707	87.07%
CYP2D6 inhibition	-	0.9573	95.73%
CYP1A2 inhibition	-	0.9226	92.26%
CYP2C8 inhibition	+	0.7192	71.92%
CYP inhibitory promiscuity	-	0.9754	97.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6428	64.28%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9026	90.26%
Skin irritation	-	0.6695	66.95%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7272	72.72%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9294	92.94%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5596	55.96%
Acute Oral Toxicity (c)	I	0.5879	58.79%
Estrogen receptor binding	+	0.7821	78.21%
Androgen receptor binding	+	0.7591	75.91%
Thyroid receptor binding	-	0.4895	48.95%
Glucocorticoid receptor binding	+	0.7171	71.71%
Aromatase binding	+	0.6206	62.06%
PPAR gamma	+	0.7769	77.69%
Honey bee toxicity	-	0.5783	57.83%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9117	91.17%

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	97.96%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	92.89%	94.75%
CHEMBL2581	P07339	Cathepsin D	92.11%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.01%	96.09%
CHEMBL3524	P56524	Histone deacetylase 4	90.81%	92.97%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.47%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.06%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	86.57%	90.17%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.48%	83.57%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.66%	95.83%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.48%	97.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.25%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.06%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.97%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.91%	94.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.06%	96.61%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.25%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.17%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.26%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.15%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.75%	97.14%
CHEMBL259	P32245	Melanocortin receptor 4	80.59%	95.38%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.52%	82.69%

Plants that contains it

• Androsace umbellata

Cross-Links

• PubChem: 163033975
• LOTUS: LTS0056155
• wikiData: Q104916261