(1R,2R,3S,5R,6R,9S,10R,13R,14R,17S,19S)-17-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-3-hydroxy-1,2,5,14,18,18-hexamethyl-6-(3-methylbut-2-enyl)-4,7-dioxapentacyclo[11.8.0.02,10.05,9.014,19]henicosan-8-one

Details

• Internal ID: 36c892d1-f41c-4373-af1f-4321b8cd4580
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (1R,2R,3S,5R,6R,9S,10R,13R,14R,17S,19S)-17-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-3-hydroxy-1,2,5,14,18,18-hexamethyl-6-(3-methylbut-2-enyl)-4,7-dioxapentacyclo[11.8.0.02,10.05,9.014,19]henicosan-8-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3CCC4(C5CCC6C7C(=O)OC(C7(OC(C6(C5(CCC4C3(C)C)C)C)O)C)CC=C(C)C)C)OC8C(C(C(C(O8)CO)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@H]3CC[C@@]4([C@H]5CC[C@@H]6[C@@H]7C(=O)O[C@@H]([C@@]7(O[C@@H]([C@]6([C@@]5(CC[C@@H]4C3(C)C)C)C)O)C)CC=C(C)C)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C48H78O19/c1-20(2)10-13-28-48(9)29(39(58)64-28)22-11-12-26-45(6)16-15-27(44(4,5)25(45)14-17-46(26,7)47(22,8)43(59)67-48)65-42-38(66-41-37(57)34(54)31(51)23(18-49)62-41)35(55)32(52)24(63-42)19-60-40-36(56)33(53)30(50)21(3)61-40/h10,21-38,40-43,49-57,59H,11-19H2,1-9H3/t21-,22+,23+,24+,25+,26+,27-,28+,29+,30-,31+,32+,33+,34-,35-,36+,37+,38+,40+,41-,42-,43-,45-,46+,47-,48-/m0/s1
• InChI Key: NJXHMMCRCDCKNH-ZPDAGDKPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₈O₁₉
• Molecular Weight: 959.10 g/mol
• Exact Mass: 958.51373025 g/mol
• Topological Polar Surface Area (TPSA): 293.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 0.13
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7735	77.35%
Caco-2	-	0.8860	88.60%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8537	85.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8100	81.00%
OATP1B3 inhibitior	+	0.8059	80.59%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8769	87.69%
P-glycoprotein inhibitior	+	0.7581	75.81%
P-glycoprotein substrate	+	0.5351	53.51%
CYP3A4 substrate	+	0.7444	74.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8825	88.25%
CYP3A4 inhibition	-	0.9447	94.47%
CYP2C9 inhibition	-	0.8535	85.35%
CYP2C19 inhibition	-	0.8929	89.29%
CYP2D6 inhibition	-	0.9280	92.80%
CYP1A2 inhibition	-	0.8822	88.22%
CYP2C8 inhibition	+	0.6890	68.90%
CYP inhibitory promiscuity	-	0.8879	88.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5903	59.03%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9050	90.50%
Skin irritation	-	0.5863	58.63%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7491	74.91%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6709	67.09%
skin sensitisation	-	0.9029	90.29%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7099	70.99%
Acute Oral Toxicity (c)	III	0.5247	52.47%
Estrogen receptor binding	+	0.7909	79.09%
Androgen receptor binding	+	0.7497	74.97%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7717	77.17%
Aromatase binding	+	0.6690	66.90%
PPAR gamma	+	0.7914	79.14%
Honey bee toxicity	-	0.5926	59.26%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9673	96.73%

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	98.84%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	95.32%	94.75%
CHEMBL2581	P07339	Cathepsin D	89.79%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.59%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.48%	86.33%
CHEMBL233	P35372	Mu opioid receptor	89.16%	97.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.15%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.02%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.96%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.81%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.73%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.15%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.35%	93.04%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.00%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.78%	94.45%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.50%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.17%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	83.67%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	83.52%	91.49%
CHEMBL5255	O00206	Toll-like receptor 4	83.47%	92.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.90%	96.90%
CHEMBL1871	P10275	Androgen Receptor	82.08%	96.43%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.75%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.50%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.37%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.99%	86.92%

Plants that contains it

• Colubrina elliptica
• Ligularia nelumbifolia

Cross-Links

• PubChem: 162997351
• LOTUS: LTS0252858
• wikiData: Q104916274