Hosenkoside C

Details

• Internal ID: c659d74b-073e-43b0-8d35-7129cfd93ea5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(1R,2S,4aR,4bR,6aS,7R,8R,10aR,10bR,12aR)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-8-(hydroxymethyl)-8-[(Z)-5-hydroxy-4-methylpent-3-enyl]-1,4a,10a,10b-tetramethyl-3,4,4b,5,6,6a,7,9,10,11,12,12a-dodecahydro-2H-chrysen-1-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC1(CCC2(C(C1O)CCC3C2(CCC4C3(CCC(C4(C)COC5C(C(C(C(O5)CO)O)O)O)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)C)CO)CO
• SMILES (Isomeric): C/C(=C/CC[C@@]1(CC[C@@]2([C@@H]([C@H]1O)CC[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H]([C@@]4(C)CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C)C)CO)/CO
• InChI: InChI=1S/C48H82O20/c1-23(17-49)7-6-12-48(21-53)16-15-46(4)24(40(48)62)8-9-29-44(2)13-11-30(45(3,28(44)10-14-47(29,46)5)22-63-41-37(60)34(57)31(54)25(18-50)64-41)67-43-39(36(59)33(56)27(20-52)66-43)68-42-38(61)35(58)32(55)26(19-51)65-42/h7,24-43,49-62H,6,8-22H2,1-5H3/b23-7-/t24-,25-,26-,27-,28-,29-,30+,31-,32-,33-,34+,35+,36+,37-,38-,39-,40-,41-,42+,43+,44+,45+,46-,47-,48-/m1/s1
• InChI Key: QGMUCGXWCKWHRJ-PFRMLUNBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₈₂O₂₀
• Molecular Weight: 979.20 g/mol
• Exact Mass: 978.53994500 g/mol
• Topological Polar Surface Area (TPSA): 339.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -2.08
• H-Bond Acceptor: 20
• H-Bond Donor: 14
• Rotatable Bonds: 15

Synonyms

• Hosenkoside C
• 156764-83-9
• HY-N2251
• AKOS037515120
• AC-34211
• CS-0019576

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8874	88.74%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7446	74.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8508	85.08%
OATP1B3 inhibitior	-	0.2364	23.64%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7917	79.17%
P-glycoprotein inhibitior	+	0.7553	75.53%
P-glycoprotein substrate	-	0.5912	59.12%
CYP3A4 substrate	+	0.7438	74.38%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9621	96.21%
CYP2C9 inhibition	-	0.9167	91.67%
CYP2C19 inhibition	-	0.8896	88.96%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.8671	86.71%
CYP2C8 inhibition	+	0.6961	69.61%
CYP inhibitory promiscuity	-	0.9308	93.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6680	66.80%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9055	90.55%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9564	95.64%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7800	78.00%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7611	76.11%
skin sensitisation	-	0.9176	91.76%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.6832	68.32%
Acute Oral Toxicity (c)	III	0.5149	51.49%
Estrogen receptor binding	+	0.7732	77.32%
Androgen receptor binding	+	0.7562	75.62%
Thyroid receptor binding	-	0.5744	57.44%
Glucocorticoid receptor binding	+	0.6280	62.80%
Aromatase binding	+	0.6416	64.16%
PPAR gamma	+	0.7544	75.44%
Honey bee toxicity	-	0.6193	61.93%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9152	91.52%

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	96.53%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.30%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.29%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.95%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.89%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.94%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.39%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.33%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.54%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.42%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.23%	92.86%
CHEMBL3589	P55263	Adenosine kinase	84.15%	98.05%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.86%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.54%	99.17%
CHEMBL233	P35372	Mu opioid receptor	82.87%	97.93%
CHEMBL1937	Q92769	Histone deacetylase 2	82.46%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.01%	89.00%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	81.54%	91.83%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.40%	95.56%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.17%	97.50%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	80.99%	96.67%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.93%	95.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.35%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.07%	94.73%

Plants that contains it

• Impatiens balsamina

Cross-Links

• PubChem: 102004879
• NPASS: NPC121785
• LOTUS: LTS0184535
• wikiData: Q105220432