[17-Acetyl-8,14,17-trihydroxy-3-[4-hydroxy-5-[5-[5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,15,16-dodecahydrocyclopenta[a]phenanthren-12-yl] 3-phenylprop-2-enoate

Details

• Internal ID: 21368d3b-99dd-4bcc-9350-9e85868a6dcb
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [17-acetyl-8,14,17-trihydroxy-3-[4-hydroxy-5-[5-[5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,15,16-dodecahydrocyclopenta[a]phenanthren-12-yl] 3-phenylprop-2-enoate
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4O)OC5CCC6(C(C5)CCC7(C6CC(C8(C7(CCC8(C(=O)C)O)O)C)OC(=O)C=CC9=CC=CC=C9)O)C)C)C)C)OC)O
• SMILES (Isomeric): CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4O)OC5CCC6(C(C5)CCC7(C6CC(C8(C7(CCC8(C(=O)C)O)O)C)OC(=O)C=CC9=CC=CC=C9)O)C)C)C)C)OC)O
• InChI: InChI=1S/C57H86O19/c1-30-49(61)39(65-8)26-46(68-30)75-51-33(4)71-48(28-41(51)67-10)76-52-32(3)70-47(27-40(52)66-9)74-50-31(2)69-45(25-38(50)59)72-37-19-20-53(6)36(24-37)18-21-56(63)42(53)29-43(73-44(60)17-16-35-14-12-11-13-15-35)54(7)55(62,34(5)58)22-23-57(54,56)64/h11-17,30-33,36-43,45-52,59,61-64H,18-29H2,1-10H3
• InChI Key: NWIQAVQUXHUXEE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₈₆O₁₉
• Molecular Weight: 1075.30 g/mol
• Exact Mass: 1074.57633051 g/mol
• Topological Polar Surface Area (TPSA): 246.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.66
• H-Bond Acceptor: 19
• H-Bond Donor: 5
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8012	80.12%
Caco-2	-	0.8647	86.47%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6402	64.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8513	85.13%
OATP1B3 inhibitior	+	0.8494	84.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8071	80.71%
BSEP inhibitior	+	0.9800	98.00%
P-glycoprotein inhibitior	+	0.7457	74.57%
P-glycoprotein substrate	+	0.7543	75.43%
CYP3A4 substrate	+	0.7407	74.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8927	89.27%
CYP3A4 inhibition	-	0.7609	76.09%
CYP2C9 inhibition	-	0.9335	93.35%
CYP2C19 inhibition	-	0.9169	91.69%
CYP2D6 inhibition	-	0.9471	94.71%
CYP1A2 inhibition	-	0.8471	84.71%
CYP2C8 inhibition	+	0.6589	65.89%
CYP inhibitory promiscuity	-	0.9789	97.89%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5774	57.74%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9005	90.05%
Skin irritation	-	0.5738	57.38%
Skin corrosion	-	0.9190	91.90%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7845	78.45%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6291	62.91%
skin sensitisation	-	0.8956	89.56%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.9490	94.90%
Acute Oral Toxicity (c)	II	0.4011	40.11%
Estrogen receptor binding	+	0.7895	78.95%
Androgen receptor binding	+	0.7679	76.79%
Thyroid receptor binding	+	0.6474	64.74%
Glucocorticoid receptor binding	+	0.7893	78.93%
Aromatase binding	+	0.6481	64.81%
PPAR gamma	+	0.8291	82.91%
Honey bee toxicity	-	0.6599	65.99%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9737	97.37%

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	98.46%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.20%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.19%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.58%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.32%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.09%	89.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.25%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.01%	97.09%
CHEMBL5028	O14672	ADAM10	89.95%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.94%	94.08%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.70%	94.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.87%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.86%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.47%	100.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.16%	89.67%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.97%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.31%	95.89%
CHEMBL2581	P07339	Cathepsin D	82.01%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.88%	99.23%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.40%	89.44%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.05%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.84%	92.62%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.52%	97.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.16%	95.89%

Plants that contains it

• Asclepias curassavica

Cross-Links

• PubChem: 163010097
• LOTUS: LTS0021170
• wikiData: Q105186623