[(3S,8S,10R,12R,13S,14R,17S)-17-acetyl-3-[(2R,4R,5R)-5-[(2S,4R,5R)-5-[(2S,4R,5R)-5-[(2S,4R,5S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,4S,5S)-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-8,14,17-trihydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] (E)-3-phenylprop-2-enoate

Details

• Internal ID: 972a865d-bbc6-41b5-8540-f70f8a52f9cb
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8S,10R,12R,13S,14R,17S)-17-acetyl-3-[(2R,4R,5R)-5-[(2S,4R,5R)-5-[(2S,4R,5R)-5-[(2S,4R,5S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,4S,5S)-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-8,14,17-trihydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] (E)-3-phenylprop-2-enoate
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C4CC(C5(C(CCC5(C4(CC=C3C2)O)O)(C(=O)C)O)C)OC(=O)C=CC6=CC=CC=C6)C)OC)OC7CC(C(C(O7)C)OC8CC(C(C(O8)C)OC9C(C(C(C(O9)CO)OC1C(C(C(C(O1)CO)O)O)O)O)O)OC)OC
• SMILES (Isomeric): CC1[C@H]([C@@H](C[C@@H](O1)O[C@H]2CC[C@@]3(C4C[C@H]([C@@]5([C@@](CC[C@@]5([C@@]4(CC=C3C2)O)O)(C(=O)C)O)C)OC(=O)/C=C/C6=CC=CC=C6)C)OC)O[C@H]7C[C@H]([C@@H](C(O7)C)O[C@H]8C[C@H]([C@@H](C(O8)C)O[C@H]9C([C@H]([C@@H](C(O9)CO)O[C@H]1C([C@H]([C@@H](C(O1)CO)O)O)O)O)O)OC)OC
• InChI: InChI=1S/C63H94O26/c1-30-53(86-46-25-38(77-8)54(31(2)80-46)87-47-26-39(78-9)55(32(3)81-47)88-58-52(72)50(70)56(41(29-65)84-58)89-57-51(71)49(69)48(68)40(28-64)83-57)37(76-7)24-45(79-30)82-36-18-19-59(5)35(23-36)17-20-62(74)42(59)27-43(85-44(67)16-15-34-13-11-10-12-14-34)60(6)61(73,33(4)66)21-22-63(60,62)75/h10-17,30-32,36-43,45-58,64-65,68-75H,18-29H2,1-9H3/b16-15+/t30?,31?,32?,36-,37+,38+,39+,40?,41?,42?,43+,45-,46-,47-,48+,49-,50+,51?,52?,53+,54+,55+,56+,57-,58-,59-,60+,61+,62-,63+/m0/s1
• InChI Key: YPYLYENYJGSTFI-PPBNYVJASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₃H₉₄O₂₆
• Molecular Weight: 1267.40 g/mol
• Exact Mass: 1266.60333310 g/mol
• Topological Polar Surface Area (TPSA): 366.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 26
• H-Bond Donor: 10
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7966	79.66%
Caco-2	-	0.8609	86.09%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7823	78.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8301	83.01%
OATP1B3 inhibitior	+	0.8888	88.88%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7271	72.71%
BSEP inhibitior	+	0.9785	97.85%
P-glycoprotein inhibitior	+	0.7441	74.41%
P-glycoprotein substrate	+	0.7314	73.14%
CYP3A4 substrate	+	0.7460	74.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8914	89.14%
CYP3A4 inhibition	-	0.7961	79.61%
CYP2C9 inhibition	-	0.9111	91.11%
CYP2C19 inhibition	-	0.9070	90.70%
CYP2D6 inhibition	-	0.9409	94.09%
CYP1A2 inhibition	-	0.8873	88.73%
CYP2C8 inhibition	+	0.8030	80.30%
CYP inhibitory promiscuity	-	0.9576	95.76%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5808	58.08%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8976	89.76%
Skin irritation	-	0.5733	57.33%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.7240	72.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7689	76.89%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.7723	77.23%
skin sensitisation	-	0.9191	91.91%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9612	96.12%
Acute Oral Toxicity (c)	I	0.5287	52.87%
Estrogen receptor binding	+	0.7332	73.32%
Androgen receptor binding	+	0.7713	77.13%
Thyroid receptor binding	+	0.6963	69.63%
Glucocorticoid receptor binding	+	0.8021	80.21%
Aromatase binding	+	0.6760	67.60%
PPAR gamma	+	0.8220	82.20%
Honey bee toxicity	-	0.6066	60.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9596	95.96%

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	98.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.05%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.96%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.55%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.75%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.34%	89.00%
CHEMBL2581	P07339	Cathepsin D	92.08%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.45%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.71%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.28%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.06%	97.09%
CHEMBL5028	O14672	ADAM10	89.29%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.09%	94.08%
CHEMBL226	P30542	Adenosine A1 receptor	86.65%	95.93%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.23%	94.23%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.65%	97.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.33%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.79%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.30%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.72%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.00%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.14%	92.62%

Plants that contains it

• Oxystelma esculentum

Cross-Links

• PubChem: 162918594
• LOTUS: LTS0130060
• wikiData: Q105352068