(3S,8S,9S,10R,11S,12S,13S,14R,17S)-17-[(1S)-1-hydroxyethyl]-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-8,11,12,14-tetrol

Details

• Internal ID: 830f09b4-3faa-4451-8693-8c7931416d56
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (3S,8S,9S,10R,11S,12S,13S,14R,17S)-17-[(1S)-1-hydroxyethyl]-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-8,11,12,14-tetrol
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C4C(C(C5(C(CCC5(C4(CC=C3C2)O)O)C(C)O)C)O)O)C)OC)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)OC8C(C(C(C(O8)C)OC9C(C(C(C(O9)CO)O)O)O)OC)O)OC)OC
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@@]3([C@H]4[C@@H]([C@H]([C@@]5([C@H](CC[C@@]5([C@@]4(CC=C3C2)O)O)[C@H](C)O)C)O)O)C)OC)O[C@H]6C[C@@H]([C@@H]([C@H](O6)C)O[C@H]7C[C@H]([C@@H]([C@H](O7)C)O[C@H]8[C@@H]([C@@H]([C@@H]([C@H](O8)C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)OC)O)OC)OC
• InChI: InChI=1S/C55H92O24/c1-23(57)30-14-17-55(65)53(30,7)49(63)42(62)48-52(6)15-13-29(18-28(52)12-16-54(48,55)64)74-35-19-31(66-8)43(24(2)70-35)76-36-20-32(67-9)44(25(3)71-36)77-37-21-33(68-10)45(26(4)72-37)78-51-41(61)47(69-11)46(27(5)73-51)79-50-40(60)39(59)38(58)34(22-56)75-50/h12,23-27,29-51,56-65H,13-22H2,1-11H3/t23-,24+,25+,26+,27+,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-,54-,55+/m0/s1
• InChI Key: FZAVQTYIBVEBHF-SGWMMLBPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₉₂O₂₄
• Molecular Weight: 1137.30 g/mol
• Exact Mass: 1136.59785380 g/mol
• Topological Polar Surface Area (TPSA): 332.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -0.59
• H-Bond Acceptor: 24
• H-Bond Donor: 10
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7744	77.44%
Caco-2	-	0.8691	86.91%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6980	69.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8615	86.15%
OATP1B3 inhibitior	+	0.8814	88.14%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8673	86.73%
P-glycoprotein inhibitior	+	0.7422	74.22%
P-glycoprotein substrate	+	0.7056	70.56%
CYP3A4 substrate	+	0.7149	71.49%
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	+	0.5957	59.57%
CYP inhibitory promiscuity	-	0.9361	93.61%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6126	61.26%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9008	90.08%
Skin irritation	-	0.5197	51.97%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.7224	72.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7959	79.59%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7842	78.42%
skin sensitisation	-	0.9172	91.72%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9448	94.48%
Acute Oral Toxicity (c)	I	0.4578	45.78%
Estrogen receptor binding	+	0.8153	81.53%
Androgen receptor binding	+	0.7648	76.48%
Thyroid receptor binding	+	0.6355	63.55%
Glucocorticoid receptor binding	+	0.7719	77.19%
Aromatase binding	+	0.6554	65.54%
PPAR gamma	+	0.8272	82.72%
Honey bee toxicity	-	0.6280	62.80%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
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	98.94%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.77%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.66%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.19%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.36%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.82%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.19%	97.09%
CHEMBL4072	P07858	Cathepsin B	91.10%	93.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.87%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.84%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.83%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	87.21%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.86%	86.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.57%	94.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.44%	89.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.44%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.05%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.46%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.63%	92.62%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.01%	92.78%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.57%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.87%	95.56%

Plants that contains it

• Hoya carnosa

Cross-Links

• PubChem: 10820100
• LOTUS: LTS0254990
• wikiData: Q105004842