Hosenkoside L

Details

• Internal ID: 07705749-e721-4d43-820b-76ea05fe78c1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(1R,2S,2'S,4aR,4bR,6aS,7R,8S,10aR,10bR,12aR)-2-[(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-7-hydroxy-2'-[(2S)-1-hydroxypropan-2-yl]-1,4a,10a,10b-tetramethylspiro[3,4,4b,5,6,6a,7,9,10,11,12,12a-dodecahydro-2H-chrysene-8,5'-oxane]-1-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(CO)C1CCC2(CCC3(C(C2O)CCC4C3(CCC5C4(CCC(C5(C)COC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(CO8)O)O)O)C)C)C)CO1
• SMILES (Isomeric): C[C@@H](CO)[C@@H]1CC[C@@]2(CC[C@@]3([C@@H]([C@H]2O)CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H]([C@@]5(C)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)C)C)C)CO1
• InChI: InChI=1S/C47H80O19/c1-22(16-48)25-8-13-47(21-61-25)15-14-45(4)23(39(47)59)6-7-29-43(2)11-10-30(65-42-38(35(56)33(54)27(18-50)64-42)66-40-36(57)31(52)24(51)19-60-40)44(3,28(43)9-12-46(29,45)5)20-62-41-37(58)34(55)32(53)26(17-49)63-41/h22-42,48-59H,6-21H2,1-5H3/t22-,23+,24+,25-,26+,27+,28+,29+,30-,31-,32+,33+,34-,35-,36+,37+,38+,39+,40-,41+,42-,43-,44-,45+,46+,47+/m0/s1
• InChI Key: QOADBOAPJREKSC-QLZSSGTNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₈₀O₁₉
• Molecular Weight: 949.10 g/mol
• Exact Mass: 948.52938032 g/mol
• Topological Polar Surface Area (TPSA): 307.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -1.34
• H-Bond Acceptor: 19
• H-Bond Donor: 12
• Rotatable Bonds: 11

Synonyms

• 161016-50-8
• orb1942584
• HY-N12052
• MSK177779
• DA-74264
• CS-0891174
• E80588

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6527	65.27%
Caco-2	-	0.8867	88.67%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6252	62.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8437	84.37%
OATP1B3 inhibitior	+	0.8622	86.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.6153	61.53%
P-glycoprotein inhibitior	+	0.7425	74.25%
P-glycoprotein substrate	+	0.5147	51.47%
CYP3A4 substrate	+	0.7382	73.82%
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	+	0.6948	69.48%
CYP inhibitory promiscuity	-	0.9827	98.27%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6943	69.43%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9052	90.52%
Skin irritation	-	0.7192	71.92%
Skin corrosion	-	0.9605	96.05%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7447	74.47%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9418	94.18%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7176	71.76%
Acute Oral Toxicity (c)	I	0.5225	52.25%
Estrogen receptor binding	+	0.7574	75.74%
Androgen receptor binding	+	0.7391	73.91%
Thyroid receptor binding	-	0.5870	58.70%
Glucocorticoid receptor binding	+	0.5512	55.12%
Aromatase binding	+	0.6255	62.55%
PPAR gamma	+	0.7429	74.29%
Honey bee toxicity	-	0.6497	64.97%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5750	57.50%
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	96.22%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.40%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	93.66%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.12%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.61%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.13%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	91.70%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.23%	97.09%
CHEMBL2243	O00519	Anandamide amidohydrolase	90.16%	97.53%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	88.27%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.13%	95.89%
CHEMBL2581	P07339	Cathepsin D	87.12%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.25%	97.36%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.11%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.04%	92.62%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.62%	91.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.40%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.21%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.68%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.40%	95.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.17%	92.86%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.00%	98.05%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.95%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.40%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.23%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.97%	95.56%
CHEMBL5028	O14672	ADAM10	80.73%	97.50%

Plants that contains it

• Impatiens balsamina

Cross-Links

• PubChem: 10396107
• NPASS: NPC270898
• LOTUS: LTS0228467
• wikiData: Q105224758