[(3S,8S,9R,10R,12R,13S,14R,16R,17R)-17-acetyl-3-[(2R,4S,5S,6R)-5-[(2S,4S,5R,6R)-5-[(2S,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-4-methoxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-8,14,16-trihydroxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: c28ad760-d2f0-4a1e-bf9e-b151fd3c35fd
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8S,9R,10R,12R,13S,14R,16R,17R)-17-acetyl-3-[(2R,4S,5S,6R)-5-[(2S,4S,5R,6R)-5-[(2S,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-4-methoxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-8,14,16-trihydroxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC2C3(CCC(CC3=CCC2(C4(C1(C(C(C4)O)C(=O)C)C)O)O)OC5CC(C(C(O5)C)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)OC8C(C(C(C(O8)C)O)OC)O)OC)OC)O)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@@H]1C[C@@H]2[C@]3(CC[C@@H](CC3=CC[C@]2([C@@]4([C@]1([C@H]([C@@H](C4)O)C(=O)C)C)O)O)O[C@H]5C[C@@H]([C@@H]([C@H](O5)C)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)OC)O)OC)OC)O)C
• InChI: InChI=1S/C53H84O20/c1-13-24(2)48(59)70-37-22-36-50(8)16-15-31(18-30(50)14-17-52(36,60)53(61)23-33(56)41(25(3)54)51(37,53)9)69-38-19-32(55)44(27(5)65-38)71-39-20-34(62-10)45(28(6)66-39)72-40-21-35(63-11)46(29(7)67-40)73-49-43(58)47(64-12)42(57)26(4)68-49/h13-14,26-29,31-47,49,55-58,60-61H,15-23H2,1-12H3/b24-13+/t26-,27-,28-,29-,31+,32+,33-,34+,35-,36-,37-,38+,39+,40+,41+,42-,43-,44-,45-,46-,47+,49+,50+,51-,52+,53-/m1/s1
• InChI Key: UKBOUKRAJPQZPL-UOFSELBVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₄O₂₀
• Molecular Weight: 1041.20 g/mol
• Exact Mass: 1040.55559506 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 20
• H-Bond Donor: 6
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8916	89.16%
Caco-2	-	0.8668	86.68%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7413	74.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8470	84.70%
OATP1B3 inhibitior	+	0.9150	91.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6874	68.74%
BSEP inhibitior	+	0.9747	97.47%
P-glycoprotein inhibitior	+	0.7473	74.73%
P-glycoprotein substrate	+	0.7661	76.61%
CYP3A4 substrate	+	0.7409	74.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9028	90.28%
CYP3A4 inhibition	-	0.8774	87.74%
CYP2C9 inhibition	-	0.9072	90.72%
CYP2C19 inhibition	-	0.9239	92.39%
CYP2D6 inhibition	-	0.9465	94.65%
CYP1A2 inhibition	-	0.8810	88.10%
CYP2C8 inhibition	+	0.6604	66.04%
CYP inhibitory promiscuity	-	0.9725	97.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5449	54.49%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9012	90.12%
Skin irritation	+	0.5454	54.54%
Skin corrosion	-	0.9191	91.91%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7891	78.91%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8738	87.38%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7902	79.02%
Acute Oral Toxicity (c)	II	0.3208	32.08%
Estrogen receptor binding	+	0.8250	82.50%
Androgen receptor binding	+	0.7533	75.33%
Thyroid receptor binding	+	0.6415	64.15%
Glucocorticoid receptor binding	+	0.8100	81.00%
Aromatase binding	+	0.7231	72.31%
PPAR gamma	+	0.8436	84.36%
Honey bee toxicity	-	0.6004	60.04%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5945	59.45%
Fish aquatic toxicity	+	0.9600	96.00%

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	98.69%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.49%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.02%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.45%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.10%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.90%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.49%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.34%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.23%	86.33%
CHEMBL2581	P07339	Cathepsin D	86.31%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	85.86%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.58%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.70%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.16%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.11%	92.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.45%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.23%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.30%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.86%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	81.32%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.20%	100.00%
CHEMBL5028	O14672	ADAM10	80.89%	97.50%

Plants that contains it

• Asclepias incarnata

Cross-Links

• PubChem: 10677577
• LOTUS: LTS0000369
• wikiData: Q105274441