Kahiricoside V

Details

• Internal ID: 7fa89f6d-eaf2-4c74-a9a0-767568fdde00
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(E,6R)-6-[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-9,14-dihydroxy-7,7,12,16-tetramethyl-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylhept-2-enoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C42H70O14/c1-20(18-53-36-33(51)31(49)29(47)24(16-43)54-36)8-7-9-21(2)28-23(46)15-40(6)26-14-22(45)35-38(3,4)27(56-37-34(52)32(50)30(48)25(17-44)55-37)10-11-42(35)19-41(26,42)13-12-39(28,40)5/h8,21-37,43-52H,7,9-19H2,1-6H3/b20-8+/t21-,22+,23+,24-,25-,26+,27+,28+,29-,30-,31+,32+,33-,34-,35+,36-,37+,39-,40+,41+,42-/m1/s1
• InChI Key: KBVYCBSBCPJPRP-WIGGLQCWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₀O₁₄
• Molecular Weight: 799.00 g/mol
• Exact Mass: 798.47655690 g/mol
• Topological Polar Surface Area (TPSA): 239.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 0.73
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 11

Synonyms

• (2R,3R,4S,5S,6R)-2-[(E,6R)-6-[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-9,14-Dihydroxy-7,7,12,16-tetramethyl-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylhept-2-enoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7085	70.85%
Caco-2	-	0.8841	88.41%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6679	66.79%
OATP2B1 inhibitior	-	0.8719	87.19%
OATP1B1 inhibitior	+	0.8171	81.71%
OATP1B3 inhibitior	+	0.8745	87.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6645	66.45%
P-glycoprotein inhibitior	+	0.7676	76.76%
P-glycoprotein substrate	-	0.5523	55.23%
CYP3A4 substrate	+	0.7111	71.11%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9467	94.67%
CYP2C9 inhibition	-	0.7323	73.23%
CYP2C19 inhibition	-	0.8607	86.07%
CYP2D6 inhibition	-	0.9323	93.23%
CYP1A2 inhibition	-	0.8744	87.44%
CYP2C8 inhibition	+	0.5950	59.50%
CYP inhibitory promiscuity	-	0.9324	93.24%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6658	66.58%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9122	91.22%
Skin irritation	-	0.6323	63.23%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.7078	70.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8074	80.74%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7573	75.73%
skin sensitisation	-	0.8775	87.75%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6859	68.59%
Acute Oral Toxicity (c)	I	0.5875	58.75%
Estrogen receptor binding	+	0.7372	73.72%
Androgen receptor binding	+	0.7663	76.63%
Thyroid receptor binding	-	0.5739	57.39%
Glucocorticoid receptor binding	+	0.6385	63.85%
Aromatase binding	+	0.6522	65.22%
PPAR gamma	+	0.7329	73.29%
Honey bee toxicity	-	0.6441	64.41%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9269	92.69%

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	97.97%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.22%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.24%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.74%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.45%	94.45%
CHEMBL1914	P06276	Butyrylcholinesterase	90.99%	95.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.93%	95.58%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.24%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	88.01%	94.75%
CHEMBL237	P41145	Kappa opioid receptor	87.17%	98.10%
CHEMBL2581	P07339	Cathepsin D	86.67%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.63%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.36%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	86.26%	97.79%
CHEMBL220	P22303	Acetylcholinesterase	86.19%	94.45%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.16%	92.88%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.04%	96.21%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.00%	95.50%
CHEMBL284	P27487	Dipeptidyl peptidase IV	84.78%	95.69%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.74%	94.62%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	84.31%	96.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.20%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.91%	89.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.71%	89.50%
CHEMBL268	P43235	Cathepsin K	83.52%	96.85%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.52%	82.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.39%	100.00%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	83.14%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.06%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.97%	91.24%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.58%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.57%	93.56%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.05%	94.00%
CHEMBL4581	P52732	Kinesin-like protein 1	81.95%	93.18%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.62%	85.14%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	81.33%	92.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.18%	92.86%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.46%	82.38%

Plants that contains it

• Astragalus kahiricus

Cross-Links

• PubChem: 21579168
• LOTUS: LTS0269749
• wikiData: Q105138565