6-[(1R,3R,6S,14S,16R)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-14,18-dihydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylheptan-3-one

Details

• Internal ID: 842b280d-9e84-46b9-aa6b-3382e2e54f12
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 6-[(1R,3R,6S,14S,16R)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-14,18-dihydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylheptan-3-one
• InChI: InChI=1S/C42H70O13/c1-19(2)22(44)10-9-20(3)29-23(45)15-39(7)26-12-11-25-38(5,6)28(13-14-41(25)18-42(26,41)27(46)16-40(29,39)8)54-37-35(33(50)31(48)24(17-43)53-37)55-36-34(51)32(49)30(47)21(4)52-36/h19-21,23-37,43,45-51H,9-18H2,1-8H3/t20?,21-,23-,24+,25?,26?,27?,28-,29?,30+,31+,32+,33-,34+,35+,36-,37-,39?,40+,41+,42-/m0/s1
• InChI Key: KWTHRQIVEUTZGR-XHGPPUBJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₀O₁₃
• Molecular Weight: 783.00 g/mol
• Exact Mass: 782.48164228 g/mol
• Topological Polar Surface Area (TPSA): 216.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6941	69.41%
Caco-2	-	0.8814	88.14%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7162	71.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8183	81.83%
OATP1B3 inhibitior	+	0.8935	89.35%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7411	74.11%
P-glycoprotein inhibitior	+	0.7701	77.01%
P-glycoprotein substrate	-	0.5072	50.72%
CYP3A4 substrate	+	0.7264	72.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8483	84.83%
CYP3A4 inhibition	-	0.8893	88.93%
CYP2C9 inhibition	-	0.7623	76.23%
CYP2C19 inhibition	-	0.8820	88.20%
CYP2D6 inhibition	-	0.9534	95.34%
CYP1A2 inhibition	-	0.8702	87.02%
CYP2C8 inhibition	+	0.6005	60.05%
CYP inhibitory promiscuity	-	0.9637	96.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7162	71.62%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9103	91.03%
Skin irritation	-	0.6525	65.25%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.8315	83.15%
Human Ether-a-go-go-Related Gene inhibition	+	0.7876	78.76%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.9164	91.64%
skin sensitisation	-	0.9132	91.32%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8649	86.49%
Acute Oral Toxicity (c)	I	0.4463	44.63%
Estrogen receptor binding	+	0.7242	72.42%
Androgen receptor binding	+	0.7504	75.04%
Thyroid receptor binding	-	0.6179	61.79%
Glucocorticoid receptor binding	+	0.6565	65.65%
Aromatase binding	+	0.6696	66.96%
PPAR gamma	+	0.7372	73.72%
Honey bee toxicity	-	0.6157	61.57%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8827	88.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL218	P21554	Cannabinoid CB1 receptor	99.01%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.77%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.23%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	98.14%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.60%	91.11%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.30%	96.21%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	94.76%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.36%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.90%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.71%	97.36%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.22%	96.77%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.66%	95.58%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.07%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.41%	89.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	86.59%	98.05%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.23%	96.38%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.67%	99.17%
CHEMBL237	P41145	Kappa opioid receptor	85.43%	98.10%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.95%	92.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.56%	96.47%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.44%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	84.38%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.99%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.93%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.69%	95.89%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.41%	95.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.04%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.01%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.67%	92.88%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.69%	94.33%
CHEMBL236	P41143	Delta opioid receptor	80.46%	99.35%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.27%	94.45%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.00%	96.33%

Plants that contains it

• Curculigo orchioides

Cross-Links

• PubChem: 6325001
• NPASS: NPC294701