3-[(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-4,4,8,14-tetramethyl-17-[(1S)-5-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhex-4-enyl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

Details

• Internal ID: cf6747b8-1dbd-4cab-9370-9ede72f3a18b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 3-[(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-4,4,8,14-tetramethyl-17-[(1S)-5-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhex-4-enyl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
• SMILES (Canonical): CC(=CCCC(C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(CO5)O)O)OC6C(C(C(C(O6)CO)O)O)O)C=O)C)C)OC7C(C(C(C(O7)CO)O)O)O)C
• SMILES (Isomeric): CC(=CCC[C@@H](C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)O[C@H]5[C@@H]([C@H]([C@H](CO5)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C=O)C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C
• InChI: InChI=1S/C46H76O17/c1-22(2)8-7-9-26(59-40-37(56)35(54)33(52)27(18-47)60-40)23-12-15-44(5)24(23)10-11-30-45(44,6)16-13-29-43(3,4)31(14-17-46(29,30)21-49)62-42-39(32(51)25(50)20-58-42)63-41-38(57)36(55)34(53)28(19-48)61-41/h8,21,23-42,47-48,50-57H,7,9-20H2,1-6H3/t23?,24?,25-,26-,27+,28+,29?,30?,31?,32-,33+,34+,35-,36-,37+,38+,39+,40+,41-,42-,44?,45?,46?/m0/s1
• InChI Key: IROUVKVGJYDVOC-SDTLMHBVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₆O₁₇
• Molecular Weight: 901.10 g/mol
• Exact Mass: 900.50825095 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 0.43
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7719	77.19%
Caco-2	-	0.8899	88.99%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8134	81.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8192	81.92%
OATP1B3 inhibitior	-	0.2428	24.28%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.8891	88.91%
P-glycoprotein inhibitior	+	0.7502	75.02%
P-glycoprotein substrate	-	0.5297	52.97%
CYP3A4 substrate	+	0.7368	73.68%
CYP2C9 substrate	-	0.8022	80.22%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.9469	94.69%
CYP2C9 inhibition	-	0.8637	86.37%
CYP2C19 inhibition	-	0.9118	91.18%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.9069	90.69%
CYP2C8 inhibition	+	0.6467	64.67%
CYP inhibitory promiscuity	-	0.9514	95.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9073	90.73%
Skin irritation	-	0.5512	55.12%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.5948	59.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.7958	79.58%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6880	68.80%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.5763	57.63%
Acute Oral Toxicity (c)	I	0.4409	44.09%
Estrogen receptor binding	+	0.7891	78.91%
Androgen receptor binding	+	0.7607	76.07%
Thyroid receptor binding	-	0.5493	54.93%
Glucocorticoid receptor binding	+	0.6760	67.60%
Aromatase binding	+	0.6286	62.86%
PPAR gamma	+	0.7452	74.52%
Honey bee toxicity	-	0.5761	57.61%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.9413	94.13%

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	96.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.68%	96.09%
CHEMBL233	P35372	Mu opioid receptor	92.72%	97.93%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.06%	91.24%
CHEMBL325	Q13547	Histone deacetylase 1	91.37%	95.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.22%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	90.65%	94.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.37%	96.61%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.06%	92.88%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	88.74%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.82%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.22%	97.09%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.87%	92.86%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	86.16%	92.78%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.02%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.41%	97.25%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.19%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.08%	94.33%
CHEMBL2581	P07339	Cathepsin D	84.65%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	84.29%	95.93%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.69%	95.58%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.60%	96.38%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.22%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.86%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.66%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.37%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.29%	97.14%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.20%	97.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.77%	97.36%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.73%	97.29%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 6325319
• NPASS: NPC292821
• LOTUS: LTS0147493
• wikiData: Q105118996