(1S,3R,5S,7R,9S,10S,12R,14R,15S,18R,19R,20R,22S,23R)-10,20,22-trihydroxy-7,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-9-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosane-14-carbaldehyde

Details

• Internal ID: 5ce5c727-f4a0-4f43-919f-2bcad9fc1ecb
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
• IUPAC Name: (1S,3R,5S,7R,9S,10S,12R,14R,15S,18R,19R,20R,22S,23R)-10,20,22-trihydroxy-7,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-9-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosane-14-carbaldehyde
• SMILES (Canonical): CC1CC(C2(C(O1)OC3CC4CCC5C(C4(CC3O2)C=O)CCC6(C5(CC(C6C7=CC(=O)OC7)O)O)C)O)OC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@]2([C@@H](O1)O[C@@H]3C[C@@H]4CC[C@@H]5[C@@H]([C@]4(C[C@H]3O2)C=O)CC[C@]6([C@@]5(C[C@H]([C@@H]6C7=CC(=O)OC7)O)O)C)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O
• InChI: InChI=1S/C41H60O20/c1-16-7-26(60-36-34(51)32(49)30(47)25(58-36)14-55-35-33(50)31(48)29(46)24(12-42)57-35)41(53)37(56-16)59-22-9-18-3-4-20-19(39(18,15-43)11-23(22)61-41)5-6-38(2)28(17-8-27(45)54-13-17)21(44)10-40(20,38)52/h8,15-16,18-26,28-37,42,44,46-53H,3-7,9-14H2,1-2H3/t16-,18+,19+,20-,21-,22-,23-,24-,25-,26+,28+,29-,30-,31+,32+,33-,34-,35-,36+,37+,38-,39-,40+,41+/m1/s1
• InChI Key: FNHVGYIBWNXULI-SWVLGZDKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₀O₂₀
• Molecular Weight: 872.90 g/mol
• Exact Mass: 872.36779430 g/mol
• Topological Polar Surface Area (TPSA): 310.00 Ų
• XlogP: -3.80
• Atomic LogP (AlogP): -3.38
• H-Bond Acceptor: 20
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7963	79.63%
Caco-2	-	0.8849	88.49%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8579	85.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8424	84.24%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7525	75.25%
P-glycoprotein inhibitior	+	0.7313	73.13%
P-glycoprotein substrate	+	0.7262	72.62%
CYP3A4 substrate	+	0.7429	74.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8920	89.20%
CYP3A4 inhibition	-	0.8731	87.31%
CYP2C9 inhibition	-	0.9132	91.32%
CYP2C19 inhibition	-	0.9341	93.41%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.9128	91.28%
CYP2C8 inhibition	+	0.7172	71.72%
CYP inhibitory promiscuity	-	0.9382	93.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5864	58.64%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9123	91.23%
Skin irritation	-	0.5515	55.15%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7569	75.69%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5192	51.92%
skin sensitisation	-	0.9252	92.52%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.5603	56.03%
Acute Oral Toxicity (c)	I	0.8538	85.38%
Estrogen receptor binding	+	0.8426	84.26%
Androgen receptor binding	+	0.7842	78.42%
Thyroid receptor binding	-	0.5803	58.03%
Glucocorticoid receptor binding	+	0.6430	64.30%
Aromatase binding	+	0.6249	62.49%
PPAR gamma	+	0.7537	75.37%
Honey bee toxicity	-	0.6422	64.22%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9644	96.44%

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	98.80%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.60%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.42%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.03%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.55%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.38%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.41%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.00%	95.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.62%	92.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.30%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	91.51%	93.04%
CHEMBL1871	P10275	Androgen Receptor	91.07%	96.43%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.21%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.72%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.46%	94.45%
CHEMBL220	P22303	Acetylcholinesterase	85.37%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.43%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.75%	97.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.36%	97.36%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.18%	94.00%
CHEMBL2581	P07339	Cathepsin D	82.47%	98.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.71%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.63%	99.23%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.49%	97.33%
CHEMBL1937	Q92769	Histone deacetylase 2	80.43%	94.75%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.41%	92.32%
CHEMBL226	P30542	Adenosine A1 receptor	80.20%	95.93%
CHEMBL4208	P20618	Proteasome component C5	80.20%	90.00%

Plants that contains it

• Anemone narcissiflora
• Asclepias curassavica
• Hyperbaena columbica
• Viburnum lantanoides

Cross-Links

• PubChem: 10463349
• NPASS: NPC218565
• LOTUS: LTS0109571
• wikiData: Q104998301