Hosenkoside M

Details

• Internal ID: aea0fe78-85a8-47ad-ad00-ea8fac524193
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2S)-2-[(1R,2S,2'S,4aR,4bR,6aR,7R,8S,10aR,10bR,12aS)-8-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-1-hydroxy-4a,4b,7,10a-tetramethyl-7-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]spiro[3,4,5,6,6a,8,9,10,10b,11,12,12a-dodecahydro-1H-chrysene-2,5'-oxane]-2'-yl]propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(COC1C(C(C(C(O1)CO)O)O)O)C2CCC3(CCC4(C(C3O)CCC5C4(CCC6C5(CCC(C6(C)COC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(CO9)O)O)O)C)C)C)CO2
• SMILES (Isomeric): C[C@@H](CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)[C@@H]2CC[C@@]3(CC[C@@]4([C@@H]([C@H]3O)CC[C@H]5[C@]4(CC[C@@H]6[C@@]5(CC[C@@H]([C@@]6(C)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)C)C)C)CO2
• InChI: InChI=1S/C53H90O24/c1-23(19-69-45-41(66)37(62)34(59)27(16-54)73-45)26-8-13-53(22-71-26)15-14-51(4)24(44(53)68)6-7-31-49(2)11-10-32(76-48-43(39(64)36(61)29(18-56)75-48)77-46-40(65)33(58)25(57)20-70-46)50(3,30(49)9-12-52(31,51)5)21-72-47-42(67)38(63)35(60)28(17-55)74-47/h23-48,54-68H,6-22H2,1-5H3/t23-,24+,25+,26-,27+,28+,29+,30+,31+,32-,33-,34+,35+,36+,37-,38-,39-,40+,41+,42+,43+,44+,45+,46-,47+,48-,49-,50-,51+,52+,53+/m0/s1
• InChI Key: NACOJBQGIGOFFX-FOFPIWDISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₉₀O₂₄
• Molecular Weight: 1111.30 g/mol
• Exact Mass: 1110.58220373 g/mol
• Topological Polar Surface Area (TPSA): 387.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -3.52
• H-Bond Acceptor: 24
• H-Bond Donor: 15
• Rotatable Bonds: 14

Synonyms

• 161016-51-9
• (+)-HosenkosideM
• (+)-Hosenkoside M
• orb1684541
• HY-N2244
• C53H90O24
• MFCD30724988
• AKOS037515123
• DA-74265
• MS-31975
• CS-0019567
• Hosenkoside M (Synonyms: (+)-Hosenkoside M)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6527	65.27%
Caco-2	-	0.8885	88.85%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6252	62.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8405	84.05%
OATP1B3 inhibitior	+	0.8622	86.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.6078	60.78%
P-glycoprotein inhibitior	+	0.7465	74.65%
P-glycoprotein substrate	+	0.5438	54.38%
CYP3A4 substrate	+	0.7393	73.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8237	82.37%
CYP3A4 inhibition	-	0.9511	95.11%
CYP2C9 inhibition	-	0.9309	93.09%
CYP2C19 inhibition	-	0.8998	89.98%
CYP2D6 inhibition	-	0.9664	96.64%
CYP1A2 inhibition	-	0.9039	90.39%
CYP2C8 inhibition	+	0.6930	69.30%
CYP inhibitory promiscuity	-	0.9827	98.27%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6943	69.43%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9013	90.13%
Skin irritation	-	0.7192	71.92%
Skin corrosion	-	0.9605	96.05%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7772	77.72%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9418	94.18%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7884	78.84%
Acute Oral Toxicity (c)	I	0.5225	52.25%
Estrogen receptor binding	+	0.7719	77.19%
Androgen receptor binding	+	0.7496	74.96%
Thyroid receptor binding	-	0.4909	49.09%
Glucocorticoid receptor binding	+	0.6685	66.85%
Aromatase binding	+	0.6296	62.96%
PPAR gamma	+	0.7762	77.62%
Honey bee toxicity	-	0.6444	64.44%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.6876	68.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.49%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.16%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.77%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	95.10%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.84%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.49%	96.61%
CHEMBL1937	Q92769	Histone deacetylase 2	92.58%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.83%	97.09%
CHEMBL2243	O00519	Anandamide amidohydrolase	90.34%	97.53%
CHEMBL2581	P07339	Cathepsin D	87.69%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.53%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.68%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.41%	97.36%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.96%	95.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.11%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.86%	91.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.88%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.42%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.24%	89.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.95%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.67%	92.86%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.17%	92.78%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.10%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.10%	95.56%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.06%	98.05%
CHEMBL4302	P08183	P-glycoprotein 1	80.60%	92.98%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.28%	92.88%
CHEMBL5028	O14672	ADAM10	80.14%	97.50%

Plants that contains it

• Impatiens balsamina

Cross-Links

• PubChem: 10396409
• NPASS: NPC88450
• LOTUS: LTS0151932
• wikiData: Q105176164