6-[6-[4,5-Dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-14,17-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: a96ab5e0-96b7-42aa-b270-3482b5b0d7f9
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 6-[6-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-14,17-dihydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylheptan-3-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC45CC46CC(C7(C(C(CC7(C6CCC5C3(C)C)C)O)C(C)CCC(=O)C(C)C)C)O)CO)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC45CC46CC(C7(C(C(CC7(C6CCC5C3(C)C)C)O)C(C)CCC(=O)C(C)C)C)O)CO)O)O)O)O)O
• 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)16-27(46)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
• InChI Key: IXNGLCDUWRRSMU-UHFFFAOYSA-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: 3.00
• 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	-	0.8837	88.37%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.7162	71.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8128	81.28%
OATP1B3 inhibitior	+	0.8935	89.35%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7501	75.01%
P-glycoprotein inhibitior	+	0.7749	77.49%
P-glycoprotein substrate	-	0.5107	51.07%
CYP3A4 substrate	+	0.7235	72.35%
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	+	0.6256	62.56%
CYP inhibitory promiscuity	-	0.9637	96.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7162	71.62%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9098	90.98%
Skin irritation	-	0.6525	65.25%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.7915	79.15%
Human Ether-a-go-go-Related Gene inhibition	+	0.7676	76.76%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.9108	91.08%
skin sensitisation	-	0.9132	91.32%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8745	87.45%
Acute Oral Toxicity (c)	I	0.4463	44.63%
Estrogen receptor binding	+	0.7159	71.59%
Androgen receptor binding	+	0.7418	74.18%
Thyroid receptor binding	-	0.6118	61.18%
Glucocorticoid receptor binding	+	0.6592	65.92%
Aromatase binding	+	0.6663	66.63%
PPAR gamma	+	0.7399	73.99%
Honey bee toxicity	-	0.5992	59.92%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.70%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	98.63%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.58%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	97.94%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.01%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.62%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	93.59%	91.24%
CHEMBL2581	P07339	Cathepsin D	93.49%	98.95%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	92.90%	95.58%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.70%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.61%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.66%	96.21%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.87%	96.77%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.29%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	87.90%	94.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.37%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.09%	92.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.77%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.15%	99.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.06%	98.75%
CHEMBL2094135	Q96BI3	Gamma-secretase	84.83%	98.05%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.58%	82.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.46%	96.47%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.94%	100.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.82%	95.71%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.82%	95.50%
CHEMBL237	P41145	Kappa opioid receptor	83.79%	98.10%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.78%	92.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.13%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	82.61%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.59%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.33%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.39%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	81.26%	91.19%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.19%	92.78%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.62%	95.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.30%	89.50%

Plants that contains it

• Curculigo orchioides

Cross-Links

• PubChem: 75220589
• LOTUS: LTS0090699
• wikiData: Q105122280