5,14-dihydroxy-3-[3-hydroxy-5-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

Details

• Internal ID: d07270b5-5c74-483c-b077-8c77295f8110
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 5,14-dihydroxy-3-[3-hydroxy-5-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
• SMILES (Canonical): CC1C(C(C(O1)OC2CCC3(C4CCC5(C(CCC5(C4CCC3(C2)O)O)C6=CC(=O)OC6)C)C=O)O)OC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): CC1C(C(C(O1)OC2CCC3(C4CCC5(C(CCC5(C4CCC3(C2)O)O)C6=CC(=O)OC6)C)C=O)O)OC7C(C(C(C(O7)CO)O)O)O
• InChI: InChI=1S/C34H50O14/c1-16-28(48-29-26(40)25(39)24(38)22(13-35)47-29)27(41)30(45-16)46-18-3-8-32(15-36)20-4-7-31(2)19(17-11-23(37)44-14-17)6-10-34(31,43)21(20)5-9-33(32,42)12-18/h11,15-16,18-22,24-30,35,38-43H,3-10,12-14H2,1-2H3
• InChI Key: RBZAHLQIALSDDN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₀O₁₄
• Molecular Weight: 682.80 g/mol
• Exact Mass: 682.32005626 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -0.79
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7963	79.63%
Caco-2	-	0.8874	88.74%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8579	85.79%
OATP2B1 inhibitior	-	0.8681	86.81%
OATP1B1 inhibitior	+	0.9155	91.55%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6747	67.47%
P-glycoprotein inhibitior	+	0.6592	65.92%
P-glycoprotein substrate	+	0.5887	58.87%
CYP3A4 substrate	+	0.7100	71.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8962	89.62%
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	+	0.5161	51.61%
CYP inhibitory promiscuity	-	0.9382	93.82%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5864	58.64%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9293	92.93%
Skin irritation	-	0.5515	55.15%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8038	80.38%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7302	73.02%
skin sensitisation	-	0.9252	92.52%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7932	79.32%
Acute Oral Toxicity (c)	I	0.8538	85.38%
Estrogen receptor binding	+	0.8208	82.08%
Androgen receptor binding	+	0.8112	81.12%
Thyroid receptor binding	-	0.6320	63.20%
Glucocorticoid receptor binding	+	0.6186	61.86%
Aromatase binding	+	0.6784	67.84%
PPAR gamma	+	0.6419	64.19%
Honey bee toxicity	-	0.6922	69.22%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.35%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.96%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.97%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	93.39%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.61%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.49%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.22%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.26%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.05%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.88%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.63%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.34%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.74%	96.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.66%	91.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.58%	89.00%
CHEMBL4208	P20618	Proteasome component C5	83.45%	90.00%
CHEMBL1937	Q92769	Histone deacetylase 2	81.16%	94.75%

Plants that contains it

• Strophanthus kombe

Cross-Links

• PubChem: 163054731
• LOTUS: LTS0244062
• wikiData: Q105233439