17-[5-[3,4-Dihydroxy-5-[(4-hydroxy-3,5-dimethoxyoxan-2-yl)oxymethyl]oxolan-2-yl]oxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,4,6,8,15-pentol

Details

• Internal ID: 9b742259-ccd5-4958-9757-667070543aea
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 17-[5-[3,4-dihydroxy-5-[(4-hydroxy-3,5-dimethoxyoxan-2-yl)oxymethyl]oxolan-2-yl]oxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,4,6,8,15-pentol
• SMILES (Canonical): CC(C)C(CCC(C)C1CC(C2C1(CCC3C2(CC(C4C3(CCC(C4O)O)C)O)O)C)O)OC5C(C(C(O5)COC6C(C(C(CO6)OC)O)OC)O)O
• SMILES (Isomeric): CC(C)C(CCC(C)C1CC(C2C1(CCC3C2(CC(C4C3(CCC(C4O)O)C)O)O)C)O)OC5C(C(C(O5)COC6C(C(C(CO6)OC)O)OC)O)O
• InChI: InChI=1S/C39H68O14/c1-18(2)24(52-35-32(46)30(44)26(53-35)17-51-36-33(49-7)31(45)25(48-6)16-50-36)9-8-19(3)20-14-22(41)34-37(20,4)13-11-27-38(5)12-10-21(40)29(43)28(38)23(42)15-39(27,34)47/h18-36,40-47H,8-17H2,1-7H3
• InChI Key: DLXLEAOZKPKEBM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₈O₁₄
• Molecular Weight: 760.90 g/mol
• Exact Mass: 760.46090684 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.70
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5880	58.80%
Caco-2	-	0.8775	87.75%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6939	69.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8441	84.41%
OATP1B3 inhibitior	+	0.9283	92.83%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.6272	62.72%
P-glycoprotein inhibitior	+	0.7214	72.14%
P-glycoprotein substrate	+	0.6616	66.16%
CYP3A4 substrate	+	0.7470	74.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8358	83.58%
CYP3A4 inhibition	-	0.9542	95.42%
CYP2C9 inhibition	-	0.8734	87.34%
CYP2C19 inhibition	-	0.8729	87.29%
CYP2D6 inhibition	-	0.9483	94.83%
CYP1A2 inhibition	-	0.9265	92.65%
CYP2C8 inhibition	+	0.5779	57.79%
CYP inhibitory promiscuity	-	0.9625	96.25%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6110	61.10%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9134	91.34%
Skin irritation	-	0.7220	72.20%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	-	0.5778	57.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7532	75.32%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6408	64.08%
skin sensitisation	-	0.9146	91.46%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8946	89.46%
Acute Oral Toxicity (c)	I	0.6800	68.00%
Estrogen receptor binding	+	0.7501	75.01%
Androgen receptor binding	+	0.6893	68.93%
Thyroid receptor binding	-	0.5881	58.81%
Glucocorticoid receptor binding	-	0.4828	48.28%
Aromatase binding	+	0.6387	63.87%
PPAR gamma	+	0.6962	69.62%
Honey bee toxicity	-	0.6178	61.78%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7973	79.73%

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	99.08%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.86%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.42%	95.93%
CHEMBL220	P22303	Acetylcholinesterase	96.37%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.54%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	95.46%	95.58%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.63%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.54%	94.45%
CHEMBL1871	P10275	Androgen Receptor	90.45%	96.43%
CHEMBL221	P23219	Cyclooxygenase-1	90.36%	90.17%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	90.22%	99.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.80%	89.05%
CHEMBL2581	P07339	Cathepsin D	88.50%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	87.29%	83.82%
CHEMBL4302	P08183	P-glycoprotein 1	87.28%	92.98%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.19%	100.00%
CHEMBL4581	P52732	Kinesin-like protein 1	87.08%	93.18%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.98%	96.47%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	86.42%	100.00%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	85.99%	92.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.99%	92.86%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.15%	96.77%
CHEMBL5957	P21589	5'-nucleotidase	84.75%	97.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.48%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.65%	97.14%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	83.45%	92.78%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.43%	97.28%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.24%	100.00%
CHEMBL204	P00734	Thrombin	81.62%	96.01%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.48%	96.90%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.19%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.18%	96.61%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.61%	95.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.39%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.38%	92.62%

Plants that contains it

• Printzia polifolia

Cross-Links

• PubChem: 73814672
• LOTUS: LTS0171768
• wikiData: Q104984844