[(2R,3R,4R,5S,6S)-3,5-dihydroxy-2-[[(3S,8S,9S,10R,13S,14S,16S,17R)-17-[(2S,3S)-3-hydroxy-6-methylhept-5-en-2-yl]-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-6-methyloxan-4-yl] acetate

Details

• Internal ID: e2b96b22-e393-4d97-9ffd-056902585b32
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(2R,3R,4R,5S,6S)-3,5-dihydroxy-2-[[(3S,8S,9S,10R,13S,14S,16S,17R)-17-[(2S,3S)-3-hydroxy-6-methylhept-5-en-2-yl]-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-6-methyloxan-4-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CC3C4CC=C5CC(CCC5(C4CCC3(C2C(C)C(CC=C(C)C)O)C)C)OC6C(C(C(C(O6)CO)O)O)O)O)OC(=O)C)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2C[C@H]3[C@@H]4CC=C5C[C@H](CC[C@@]5([C@H]4CC[C@@]3([C@H]2[C@H](C)[C@H](CC=C(C)C)O)C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)OC(=O)C)O
• InChI: InChI=1S/C41H66O13/c1-19(2)8-11-28(44)20(3)31-29(53-39-36(49)37(51-22(5)43)32(45)21(4)50-39)17-27-25-10-9-23-16-24(12-14-40(23,6)26(25)13-15-41(27,31)7)52-38-35(48)34(47)33(46)30(18-42)54-38/h8-9,20-21,24-39,42,44-49H,10-18H2,1-7H3/t20-,21+,24+,25-,26+,27+,28+,29+,30-,31+,32+,33-,34+,35-,36-,37-,38-,39+,40+,41+/m1/s1
• InChI Key: BOPLCQZRUUPBAU-CYDJIVKNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₆O₁₃
• Molecular Weight: 767.00 g/mol
• Exact Mass: 766.45034216 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8800	88.00%
Caco-2	-	0.8794	87.94%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8515	85.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8631	86.31%
OATP1B3 inhibitior	-	0.3152	31.52%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.7847	78.47%
P-glycoprotein inhibitior	+	0.7498	74.98%
P-glycoprotein substrate	+	0.5783	57.83%
CYP3A4 substrate	+	0.7373	73.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	-	0.9072	90.72%
CYP2C9 inhibition	-	0.8493	84.93%
CYP2C19 inhibition	-	0.9348	93.48%
CYP2D6 inhibition	-	0.9399	93.99%
CYP1A2 inhibition	-	0.9005	90.05%
CYP2C8 inhibition	+	0.6993	69.93%
CYP inhibitory promiscuity	-	0.9315	93.15%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6163	61.63%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9162	91.62%
Skin irritation	+	0.5341	53.41%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	-	0.8524	85.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.6940	69.40%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9069	90.69%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9075	90.75%
Acute Oral Toxicity (c)	III	0.6401	64.01%
Estrogen receptor binding	+	0.7595	75.95%
Androgen receptor binding	+	0.6782	67.82%
Thyroid receptor binding	-	0.5666	56.66%
Glucocorticoid receptor binding	+	0.6130	61.30%
Aromatase binding	+	0.6222	62.22%
PPAR gamma	+	0.7242	72.42%
Honey bee toxicity	-	0.6607	66.07%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9583	95.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.47%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.80%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.67%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	94.37%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.22%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.17%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.11%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.80%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.81%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.78%	94.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.92%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.37%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.05%	91.24%
CHEMBL237	P41145	Kappa opioid receptor	87.83%	98.10%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.75%	89.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.64%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.36%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.77%	93.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.78%	91.07%
CHEMBL5028	O14672	ADAM10	83.30%	97.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.46%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.35%	99.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.28%	89.67%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.16%	95.71%
CHEMBL340	P08684	Cytochrome P450 3A4	81.97%	91.19%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.87%	89.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.75%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	81.31%	92.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.98%	96.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.80%	100.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.25%	94.23%

Plants that contains it

• Ornithogalum candicans

Cross-Links

• PubChem: 10974722
• LOTUS: LTS0017060
• wikiData: Q104939377