(1R,4S,5R,8R,10S,13R,14R,17S,18R,20S)-10-[(2R,3S,4S,5R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-4,5,9,9,13,20-hexamethyl-7-oxo-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosane-20-carbaldehyde

Details

• Internal ID: 2741b530-bac8-46cc-9ecf-3a20fdcf783d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,4S,5R,8R,10S,13R,14R,17S,18R,20S)-10-[(2R,3S,4S,5R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-4,5,9,9,13,20-hexamethyl-7-oxo-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosane-20-carbaldehyde
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3COC(C(C3O)O)OC4CCC5(C6CCC78C9CC(CCC9(CCC7(C6(CC(=O)C5C4(C)C)C)C)CO8)(C)C=O)C)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@@H]3CO[C@@H]([C@H]([C@@H]3O)O)O[C@H]4CC[C@@]5([C@H]6CC[C@]78[C@@H]9C[C@@](CC[C@@]9(CC[C@]7([C@@]6(CC(=O)[C@H]5C4(C)C)C)C)CO8)(C)C=O)C)CO)O)O)O)O)O
• InChI: InChI=1S/C47H74O17/c1-22-29(51)32(54)35(57)39(60-22)64-36-33(55)30(52)24(18-48)61-40(36)62-25-19-58-38(34(56)31(25)53)63-28-9-10-43(5)26-8-11-47-27-17-42(4,20-49)12-14-46(27,21-59-47)15-13-45(47,7)44(26,6)16-23(50)37(43)41(28,2)3/h20,22,24-40,48,51-57H,8-19,21H2,1-7H3/t22-,24+,25+,26+,27+,28-,29-,30+,31+,32+,33-,34-,35+,36+,37-,38+,39-,40-,42-,43+,44+,45-,46+,47-/m0/s1
• InChI Key: BVBFKNNWTVMZHT-KUZJUZMNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₄O₁₇
• Molecular Weight: 911.10 g/mol
• Exact Mass: 910.49260089 g/mol
• Topological Polar Surface Area (TPSA): 261.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.88
• H-Bond Acceptor: 17
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4798	47.98%
Caco-2	-	0.8835	88.35%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8095	80.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7732	77.32%
OATP1B3 inhibitior	+	0.9262	92.62%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8165	81.65%
P-glycoprotein inhibitior	+	0.7463	74.63%
P-glycoprotein substrate	+	0.6160	61.60%
CYP3A4 substrate	+	0.7454	74.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8543	85.43%
CYP3A4 inhibition	-	0.9231	92.31%
CYP2C9 inhibition	-	0.8305	83.05%
CYP2C19 inhibition	-	0.8485	84.85%
CYP2D6 inhibition	-	0.9577	95.77%
CYP1A2 inhibition	-	0.9089	90.89%
CYP2C8 inhibition	+	0.7214	72.14%
CYP inhibitory promiscuity	-	0.9601	96.01%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6517	65.17%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9080	90.80%
Skin irritation	-	0.7158	71.58%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.5764	57.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7326	73.26%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8209	82.09%
skin sensitisation	-	0.9335	93.35%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7284	72.84%
Acute Oral Toxicity (c)	I	0.4820	48.20%
Estrogen receptor binding	+	0.8010	80.10%
Androgen receptor binding	+	0.7548	75.48%
Thyroid receptor binding	-	0.5637	56.37%
Glucocorticoid receptor binding	+	0.7133	71.33%
Aromatase binding	+	0.6533	65.33%
PPAR gamma	+	0.7920	79.20%
Honey bee toxicity	-	0.5774	57.74%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9393	93.93%

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	99.58%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.18%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	95.47%	95.93%
CHEMBL2581	P07339	Cathepsin D	95.12%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	94.36%	94.75%
CHEMBL1951	P21397	Monoamine oxidase A	94.22%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.90%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.95%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.38%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.49%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.28%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.36%	97.09%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.23%	97.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.18%	96.77%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.88%	91.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.10%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.01%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.26%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.15%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.66%	92.94%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.02%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.35%	99.17%
CHEMBL259	P32245	Melanocortin receptor 4	80.18%	95.38%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.13%	93.00%

Plants that contains it

• Ardisia crenata

Cross-Links

• PubChem: 101248954
• NPASS: NPC304375