[(3S,8S,9R,10R,12R,13S,14R,17S)-17-acetyl-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4S,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-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: c0c0a36e-0e4d-4a4d-a27e-e0a769be01a3
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8S,9R,10R,12R,13S,14R,17S)-17-acetyl-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4S,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-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(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5CCC6(C7CC(C8(C(CCC8(C7(CC=C6C5)O)O)(C(=O)C)O)C)OC(=O)C=CC9=CC=CC=C9)C)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]3[C@H](O[C@H](C[C@@H]3OC)O[C@@H]4[C@H](O[C@H](C[C@@H]4OC)O[C@H]5CC[C@@]6([C@H]7C[C@H]([C@@]8([C@@](CC[C@@]8([C@@]7(CC=C6C5)O)O)(C(=O)C)O)C)OC(=O)/C=C/C9=CC=CC=C9)C)C)C)C)O)OC)O
• InChI: InChI=1S/C58H86O20/c1-30-47(61)52(69-11)48(62)53(73-30)78-51-33(4)72-46(28-40(51)68-10)77-50-32(3)71-45(27-39(50)67-9)76-49-31(2)70-44(26-38(49)66-8)74-37-20-21-54(6)36(25-37)19-22-57(64)41(54)29-42(75-43(60)18-17-35-15-13-12-14-16-35)55(7)56(63,34(5)59)23-24-58(55,57)65/h12-19,30-33,37-42,44-53,61-65H,20-29H2,1-11H3/b18-17+/t30-,31-,32-,33-,37+,38+,39+,40+,41-,42-,44+,45+,46+,47-,48-,49-,50-,51-,52+,53+,54+,55-,56-,57+,58-/m1/s1
• InChI Key: ROCQRTLTAPQWRP-BNNPLTSVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₈₆O₂₀
• Molecular Weight: 1103.30 g/mol
• Exact Mass: 1102.57124513 g/mol
• Topological Polar Surface Area (TPSA): 255.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 4.21
• H-Bond Acceptor: 20
• H-Bond Donor: 5
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9136	91.36%
Caco-2	-	0.8624	86.24%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7085	70.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8481	84.81%
OATP1B3 inhibitior	+	0.9122	91.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7874	78.74%
BSEP inhibitior	+	0.9843	98.43%
P-glycoprotein inhibitior	+	0.7461	74.61%
P-glycoprotein substrate	+	0.7564	75.64%
CYP3A4 substrate	+	0.7437	74.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8927	89.27%
CYP3A4 inhibition	-	0.7482	74.82%
CYP2C9 inhibition	-	0.8927	89.27%
CYP2C19 inhibition	-	0.9044	90.44%
CYP2D6 inhibition	-	0.9288	92.88%
CYP1A2 inhibition	-	0.8304	83.04%
CYP2C8 inhibition	+	0.8006	80.06%
CYP inhibitory promiscuity	-	0.9574	95.74%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5356	53.56%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8992	89.92%
Skin irritation	-	0.5164	51.64%
Skin corrosion	-	0.9256	92.56%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7625	76.25%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5791	57.91%
skin sensitisation	-	0.8713	87.13%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.9265	92.65%
Acute Oral Toxicity (c)	II	0.4595	45.95%
Estrogen receptor binding	+	0.7511	75.11%
Androgen receptor binding	+	0.7681	76.81%
Thyroid receptor binding	+	0.6843	68.43%
Glucocorticoid receptor binding	+	0.7987	79.87%
Aromatase binding	+	0.6468	64.68%
PPAR gamma	+	0.8245	82.45%
Honey bee toxicity	-	0.6267	62.67%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9830	98.30%

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	98.48%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.00%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.04%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.44%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.43%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.56%	96.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.24%	94.62%
CHEMBL2581	P07339	Cathepsin D	90.64%	98.95%
CHEMBL5028	O14672	ADAM10	89.57%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.52%	95.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.41%	94.08%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.09%	91.07%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.65%	85.14%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.89%	83.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.27%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.24%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.22%	97.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.90%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.17%	99.23%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.75%	94.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.47%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.45%	100.00%

Plants that contains it

• Araujia sericifera

Cross-Links

• PubChem: 10887670
• LOTUS: LTS0055268
• wikiData: Q105242099