(2R,3R,4S,5S,6R)-2-[[(3S,8R,9S,10R,13R,14S,17S)-17-[(1S)-1-[(2R,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxyethyl]-14-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-6-methyloxane-3,5-diol

Details

• Internal ID: 2f4d2456-599e-4e9e-ad7a-fb41ed7c044d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(3S,8R,9S,10R,13R,14S,17S)-17-[(1S)-1-[(2R,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxyethyl]-14-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-6-methyloxane-3,5-diol
• SMILES (Canonical): CC1C(C(CC(O1)OC(C)C2CCC3(C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)C)O)OC)O)C)C)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@@H](C)[C@H]2CC[C@]3([C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)C)O)OC)O)C)C)O)O)O
• InChI: InChI=1S/C34H56O10/c1-17(41-26-16-25(35)27(36)18(2)42-26)22-11-14-34(39)24-8-7-20-15-21(9-12-32(20,4)23(24)10-13-33(22,34)5)44-31-29(38)30(40-6)28(37)19(3)43-31/h7,17-19,21-31,35-39H,8-16H2,1-6H3/t17-,18+,19+,21-,22+,23-,24+,25+,26+,27+,28-,29+,30-,31-,32-,33+,34-/m0/s1
• InChI Key: BZSNMVMUVDVWRW-POBLBKHBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₆O₁₀
• Molecular Weight: 624.80 g/mol
• Exact Mass: 624.38734798 g/mol
• Topological Polar Surface Area (TPSA): 147.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8695	86.95%
Caco-2	-	0.8502	85.02%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6100	61.00%
OATP2B1 inhibitior	-	0.7212	72.12%
OATP1B1 inhibitior	+	0.8922	89.22%
OATP1B3 inhibitior	+	0.9121	91.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	-	0.6877	68.77%
P-glycoprotein inhibitior	+	0.6761	67.61%
P-glycoprotein substrate	+	0.7194	71.94%
CYP3A4 substrate	+	0.7175	71.75%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8413	84.13%
CYP3A4 inhibition	-	0.9447	94.47%
CYP2C9 inhibition	-	0.9061	90.61%
CYP2C19 inhibition	-	0.9022	90.22%
CYP2D6 inhibition	-	0.9344	93.44%
CYP1A2 inhibition	-	0.8625	86.25%
CYP2C8 inhibition	+	0.5929	59.29%
CYP inhibitory promiscuity	-	0.9467	94.67%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5531	55.31%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9333	93.33%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	-	0.7854	78.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6941	69.41%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6801	68.01%
skin sensitisation	-	0.8607	86.07%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8686	86.86%
Acute Oral Toxicity (c)	II	0.3319	33.19%
Estrogen receptor binding	+	0.6781	67.81%
Androgen receptor binding	+	0.7271	72.71%
Thyroid receptor binding	-	0.5956	59.56%
Glucocorticoid receptor binding	+	0.5924	59.24%
Aromatase binding	+	0.6476	64.76%
PPAR gamma	+	0.5701	57.01%
Honey bee toxicity	-	0.6973	69.73%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5451	54.51%
Fish aquatic toxicity	+	0.9216	92.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.51%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.84%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.60%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.94%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.00%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.59%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.12%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.64%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	88.42%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.84%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.82%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.77%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.41%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.53%	91.07%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.44%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.65%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.24%	90.71%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.21%	97.33%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	81.90%	95.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.04%	100.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.90%	90.24%
CHEMBL4208	P20618	Proteasome component C5	80.30%	90.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.02%	89.05%

Plants that contains it

• Periploca graeca

Cross-Links

• PubChem: 21593969
• LOTUS: LTS0208836
• wikiData: Q104950669