2-[4,5-Dihydroxy-2-[[11-hydroxy-17-[5-hydroxy-6-methyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-4,4,9,10,13,14-hexamethyl-1,2,3,7,8,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 85be1c7b-e261-4513-80e0-89f9a714f2f5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 2-[4,5-dihydroxy-2-[[11-hydroxy-17-[5-hydroxy-6-methyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-4,4,9,10,13,14-hexamethyl-1,2,3,7,8,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(CCC(C(C)(C)OC1C(C(C(C(O1)CO)O)O)O)O)C2CCC3(C2(CC(C4(C3CC=C5C4(CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)O)C)C
• SMILES (Isomeric): CC(CCC(C(C)(C)OC1C(C(C(C(O1)CO)O)O)O)O)C2CCC3(C2(CC(C4(C3CC=C5C4(CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)O)C)C
• InChI: InChI=1S/C49H84O19/c1-22(10-13-29(53)45(4,5)68-42-39(62)36(59)33(56)25(20-51)64-42)23-14-16-46(6)28-12-11-27-44(2,3)31(15-17-47(27,7)49(28,9)30(54)18-48(23,46)8)66-43-40(37(60)34(57)26(21-52)65-43)67-41-38(61)35(58)32(55)24(19-50)63-41/h11,22-26,28-43,50-62H,10,12-21H2,1-9H3
• InChI Key: HQDWIYFWJWXIGS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₈₄O₁₉
• Molecular Weight: 977.20 g/mol
• Exact Mass: 976.56068045 g/mol
• Topological Polar Surface Area (TPSA): 318.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): -0.67
• H-Bond Acceptor: 19
• H-Bond Donor: 13
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7547	75.47%
Caco-2	-	0.8886	88.86%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.7664	76.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8332	83.32%
OATP1B3 inhibitior	-	0.2571	25.71%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.4533	45.33%
P-glycoprotein inhibitior	+	0.7519	75.19%
P-glycoprotein substrate	+	0.5318	53.18%
CYP3A4 substrate	+	0.7288	72.88%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9485	94.85%
CYP2C9 inhibition	-	0.8767	87.67%
CYP2C19 inhibition	-	0.9161	91.61%
CYP2D6 inhibition	-	0.9371	93.71%
CYP1A2 inhibition	-	0.9112	91.12%
CYP2C8 inhibition	+	0.6860	68.60%
CYP inhibitory promiscuity	-	0.9421	94.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6022	60.22%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9033	90.33%
Skin irritation	-	0.5835	58.35%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.7637	76.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8360	83.60%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8992	89.92%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6463	64.63%
Acute Oral Toxicity (c)	III	0.5598	55.98%
Estrogen receptor binding	+	0.7982	79.82%
Androgen receptor binding	+	0.7797	77.97%
Thyroid receptor binding	-	0.5053	50.53%
Glucocorticoid receptor binding	+	0.7162	71.62%
Aromatase binding	+	0.6435	64.35%
PPAR gamma	+	0.7928	79.28%
Honey bee toxicity	-	0.6519	65.19%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9262	92.62%

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	98.99%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.16%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.32%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.27%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.87%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.76%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.67%	94.45%
CHEMBL2094135	Q96BI3	Gamma-secretase	90.67%	98.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.53%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.66%	93.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.67%	96.21%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.39%	95.58%
CHEMBL2996	Q05655	Protein kinase C delta	85.22%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.11%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.32%	93.04%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.72%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.76%	89.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.14%	92.78%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.99%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.77%	86.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.35%	92.86%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.86%	95.56%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.42%	90.24%
CHEMBL3401	O75469	Pregnane X receptor	80.28%	94.73%
CHEMBL1871	P10275	Androgen Receptor	80.24%	96.43%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.20%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.08%	100.00%

Plants that contains it

• Cucurbita foetidissima

Cross-Links

• PubChem: 163017493
• LOTUS: LTS0243857
• wikiData: Q105032205