(6R)-6-[(1R,3R,6S,8R,11S,12S,14S,15R,16R,17S)-14,17-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-methylheptan-3-one

Details

• Internal ID: 341b4511-6ffc-4def-9463-97550cc52e62
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: (6R)-6-[(1R,3R,6S,8R,11S,12S,14S,15R,16R,17S)-14,17-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-methylheptan-3-one
• InChI: InChI=1S/C36H60O9/c1-18(2)20(38)9-8-19(3)27-21(39)14-33(6)24-11-10-23-32(4,5)26(45-31-30(43)29(42)28(41)22(16-37)44-31)12-13-35(23)17-36(24,35)15-25(40)34(27,33)7/h18-19,21-31,37,39-43H,8-17H2,1-7H3/t19-,21+,22-,23+,24+,25+,26+,27+,28-,29+,30-,31+,33+,34-,35-,36+/m1/s1
• InChI Key: AGMJUPUULBHOMX-ISCWGGDJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₀O₉
• Molecular Weight: 636.90 g/mol
• Exact Mass: 636.42373349 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7501	75.01%
Caco-2	-	0.8589	85.89%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7196	71.96%
OATP2B1 inhibitior	-	0.5839	58.39%
OATP1B1 inhibitior	+	0.8153	81.53%
OATP1B3 inhibitior	+	0.9083	90.83%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7542	75.42%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.7515	75.15%
P-glycoprotein substrate	-	0.6406	64.06%
CYP3A4 substrate	+	0.7084	70.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8483	84.83%
CYP3A4 inhibition	-	0.8358	83.58%
CYP2C9 inhibition	-	0.6864	68.64%
CYP2C19 inhibition	-	0.8410	84.10%
CYP2D6 inhibition	-	0.9527	95.27%
CYP1A2 inhibition	-	0.8117	81.17%
CYP2C8 inhibition	+	0.5447	54.47%
CYP inhibitory promiscuity	-	0.9532	95.32%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7500	75.00%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9109	91.09%
Skin irritation	-	0.6526	65.26%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.7585	75.85%
Human Ether-a-go-go-Related Gene inhibition	+	0.7596	75.96%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.9233	92.33%
skin sensitisation	-	0.9082	90.82%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7365	73.65%
Acute Oral Toxicity (c)	I	0.3723	37.23%
Estrogen receptor binding	+	0.6371	63.71%
Androgen receptor binding	+	0.7413	74.13%
Thyroid receptor binding	-	0.5655	56.55%
Glucocorticoid receptor binding	+	0.6102	61.02%
Aromatase binding	+	0.6525	65.25%
PPAR gamma	+	0.6367	63.67%
Honey bee toxicity	-	0.6424	64.24%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8992	89.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL220	P22303	Acetylcholinesterase	99.28%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.89%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	98.32%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.29%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.93%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.93%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.71%	91.24%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.32%	96.21%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	89.34%	82.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.84%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.13%	96.77%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.27%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.11%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.78%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.71%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.18%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.71%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.47%	98.75%
CHEMBL237	P41145	Kappa opioid receptor	84.09%	98.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.96%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.88%	92.88%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.79%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.78%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.41%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	82.66%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.58%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.26%	95.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.25%	92.86%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.00%	97.14%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.94%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.82%	95.58%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.35%	89.34%
CHEMBL2996	Q05655	Protein kinase C delta	80.24%	97.79%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.04%	89.05%

Plants that contains it

• Curculigo orchioides

Cross-Links

• PubChem: 46848676
• NPASS: NPC41843
• ChEMBL: CHEMBL1163555
• LOTUS: LTS0040714
• wikiData: Q104911884