(2R,3R,4S,5R,6R)-2-[[(2R,3R,4S,5R,6R)-6-[[(2R,3R,4S,5R,6R)-6-[(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]-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: a896eb6c-f3f5-40f8-a14b-5f7512d20b07
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2R,3R,4S,5R,6R)-2-[[(2R,3R,4S,5R,6R)-6-[[(2R,3R,4S,5R,6R)-6-[(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]-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-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)COC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)O)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[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO[C@H]9[C@@H]([C@H]([C@H]([C@H](O9)CO)O)O)O)O)O)O)O)O)O)C)C)C)O)OC)O
• InChI: InChI=1S/C53H88O25/c1-21(72-49-43(64)40(61)37(58)32(77-49)20-70-48-42(63)39(60)36(57)31(76-48)19-69-47-41(62)38(59)35(56)30(18-54)75-47)26-12-15-53(66)28-9-8-24-16-25(10-13-51(24,4)27(28)11-14-52(26,53)5)74-33-17-29(67-6)45(23(3)71-33)78-50-44(65)46(68-7)34(55)22(2)73-50/h8,21-23,25-50,54-66H,9-20H2,1-7H3/t21-,22+,23+,25-,26+,27-,28+,29+,30+,31+,32+,33-,34+,35-,36-,37-,38-,39-,40-,41+,42+,43+,44+,45+,46-,47+,48+,49+,50-,51-,52+,53-/m0/s1
• InChI Key: SWGUIKOOQSGVHS-DEZLXATCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₈O₂₅
• Molecular Weight: 1125.20 g/mol
• Exact Mass: 1124.56146829 g/mol
• Topological Polar Surface Area (TPSA): 374.00 Ų
• XlogP: -3.10
• Atomic LogP (AlogP): -3.06
• H-Bond Acceptor: 25
• H-Bond Donor: 13
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6883	68.83%
Caco-2	-	0.8809	88.09%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6871	68.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8660	86.60%
OATP1B3 inhibitior	+	0.8726	87.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9164	91.64%
P-glycoprotein inhibitior	+	0.7462	74.62%
P-glycoprotein substrate	+	0.7321	73.21%
CYP3A4 substrate	+	0.7364	73.64%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.8459	84.59%
CYP3A4 inhibition	-	0.9630	96.30%
CYP2C9 inhibition	-	0.9225	92.25%
CYP2C19 inhibition	-	0.9112	91.12%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.9167	91.67%
CYP2C8 inhibition	+	0.7155	71.55%
CYP inhibitory promiscuity	-	0.9551	95.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6001	60.01%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9021	90.21%
Skin irritation	-	0.5781	57.81%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	-	0.8454	84.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8203	82.03%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9142	91.42%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8819	88.19%
Acute Oral Toxicity (c)	I	0.4817	48.17%
Estrogen receptor binding	+	0.8541	85.41%
Androgen receptor binding	+	0.7456	74.56%
Thyroid receptor binding	+	0.5874	58.74%
Glucocorticoid receptor binding	+	0.7557	75.57%
Aromatase binding	+	0.7071	70.71%
PPAR gamma	+	0.8272	82.72%
Honey bee toxicity	-	0.6342	63.42%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8242	82.42%

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	99.14%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.56%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.41%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	95.04%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.19%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.12%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.26%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.84%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.39%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.31%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.94%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.99%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.72%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.08%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.01%	96.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.52%	89.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.31%	95.50%
CHEMBL4072	P07858	Cathepsin B	82.23%	93.67%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.80%	96.90%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.98%	97.14%
CHEMBL1871	P10275	Androgen Receptor	80.13%	96.43%

Plants that contains it

• Hoodia gordonii

Cross-Links

• PubChem: 163060818
• LOTUS: LTS0187224
• wikiData: Q105262669