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

Details

• Internal ID: 1dcd82b8-6c49-48f6-995d-6fba450ac8cd
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(1S)-1-[(3S,8R,9S,10R,13R,14S,17S)-3-[(2R,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]ethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3CCC4(C5CCC6(C(CCC6(C5CC=C4C3)O)C(C)OC7C(C(C(C(O7)CO)O)O)O)C)C)C)O)OC)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@H]2OC)O[C@H]3CC[C@@]4([C@H]5CC[C@@]6([C@H](CC[C@@]6([C@@H]5CC=C4C3)O)[C@H](C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C)C)O)OC)O
• InChI: InChI=1S/C41H68O15/c1-19(52-37-33(46)32(45)31(44)28(18-42)55-37)24-12-15-41(48)26-9-8-22-16-23(10-13-39(22,4)25(26)11-14-40(24,41)5)54-29-17-27(49-6)35(21(3)51-29)56-38-34(47)36(50-7)30(43)20(2)53-38/h8,19-21,23-38,42-48H,9-18H2,1-7H3/t19-,20+,21+,23-,24+,25-,26+,27+,28+,29-,30+,31+,32-,33+,34+,35+,36-,37+,38-,39-,40+,41-/m0/s1
• InChI Key: SNQPRIMCIASXEP-GXHJPHFOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₈O₁₅
• Molecular Weight: 801.00 g/mol
• Exact Mass: 800.45582146 g/mol
• Topological Polar Surface Area (TPSA): 215.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 15
• 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	+	0.7744	77.44%
Caco-2	-	0.8827	88.27%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6980	69.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8729	87.29%
OATP1B3 inhibitior	+	0.8814	88.14%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7180	71.80%
P-glycoprotein inhibitior	+	0.7434	74.34%
P-glycoprotein substrate	+	0.7019	70.19%
CYP3A4 substrate	+	0.7315	73.15%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.8459	84.59%
CYP3A4 inhibition	-	0.9392	93.92%
CYP2C9 inhibition	-	0.9120	91.20%
CYP2C19 inhibition	-	0.9213	92.13%
CYP2D6 inhibition	-	0.9425	94.25%
CYP1A2 inhibition	-	0.9047	90.47%
CYP2C8 inhibition	+	0.6723	67.23%
CYP inhibitory promiscuity	-	0.9361	93.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6126	61.26%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9178	91.78%
Skin irritation	-	0.5197	51.97%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.8454	84.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7371	73.71%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9172	91.72%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9015	90.15%
Acute Oral Toxicity (c)	I	0.4578	45.78%
Estrogen receptor binding	+	0.7919	79.19%
Androgen receptor binding	+	0.7510	75.10%
Thyroid receptor binding	-	0.5666	56.66%
Glucocorticoid receptor binding	+	0.6318	63.18%
Aromatase binding	+	0.6728	67.28%
PPAR gamma	+	0.7412	74.12%
Honey bee toxicity	-	0.6370	63.70%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8564	85.64%

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	99.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.02%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.70%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.19%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.03%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.26%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.14%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	91.84%	95.93%
CHEMBL2581	P07339	Cathepsin D	90.46%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.95%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.34%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.24%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.27%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.02%	94.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.83%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.30%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.01%	93.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.00%	97.33%

Plants that contains it

• Hoodia gordonii

Cross-Links

• PubChem: 101471017
• LOTUS: LTS0251363
• wikiData: Q104400438