[(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)-3,4-dimethylpent-2-enoate

Details

• Internal ID: bed1cdef-d05f-4a73-b39c-df3561f35761
• 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)-3,4-dimethylpent-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=C(C)C(C)C)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(\C)/C(C)C)C)C)C)C)O)OC)O
• InChI: InChI=1S/C56H90O20/c1-27(2)28(3)21-41(58)73-40-26-39-52(9)17-16-35(22-34(52)15-18-55(39,62)56(63)20-19-54(61,33(8)57)53(40,56)10)72-42-23-36(64-11)47(30(5)68-42)74-43-24-37(65-12)48(31(6)69-43)75-44-25-38(66-13)49(32(7)70-44)76-51-46(60)50(67-14)45(59)29(4)71-51/h15,21,27,29-32,35-40,42-51,59-63H,16-20,22-26H2,1-14H3/b28-21+/t29-,30-,31-,32-,35+,36+,37+,38+,39-,40-,42+,43+,44+,45-,46-,47-,48-,49-,50+,51+,52+,53-,54-,55+,56-/m1/s1
• InChI Key: VFQWGELIWWQTBQ-AZUYQZOOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₀O₂₀
• Molecular Weight: 1083.30 g/mol
• Exact Mass: 1082.60254526 g/mol
• Topological Polar Surface Area (TPSA): 255.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 4.10
• 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	+	0.9146	91.46%
Caco-2	-	0.8643	86.43%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7749	77.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8518	85.18%
OATP1B3 inhibitior	+	0.8893	88.93%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6603	66.03%
BSEP inhibitior	+	0.9809	98.09%
P-glycoprotein inhibitior	+	0.7472	74.72%
P-glycoprotein substrate	+	0.7724	77.24%
CYP3A4 substrate	+	0.7419	74.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9028	90.28%
CYP3A4 inhibition	-	0.7993	79.93%
CYP2C9 inhibition	-	0.8444	84.44%
CYP2C19 inhibition	-	0.9028	90.28%
CYP2D6 inhibition	-	0.9394	93.94%
CYP1A2 inhibition	-	0.8847	88.47%
CYP2C8 inhibition	+	0.6968	69.68%
CYP inhibitory promiscuity	-	0.9638	96.38%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5558	55.58%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.8999	89.99%
Skin irritation	+	0.4944	49.44%
Skin corrosion	-	0.9205	92.05%
Ames mutagenesis	-	0.7224	72.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7427	74.27%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5801	58.01%
skin sensitisation	-	0.8443	84.43%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.9056	90.56%
Acute Oral Toxicity (c)	I	0.2970	29.70%
Estrogen receptor binding	+	0.7814	78.14%
Androgen receptor binding	+	0.7651	76.51%
Thyroid receptor binding	+	0.6731	67.31%
Glucocorticoid receptor binding	+	0.8040	80.40%
Aromatase binding	+	0.7000	70.00%
PPAR gamma	+	0.8325	83.25%
Honey bee toxicity	-	0.5555	55.55%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.9711	97.11%

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	98.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.00%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.72%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.67%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.72%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.68%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.74%	91.07%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.67%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.01%	95.89%
CHEMBL255	P29275	Adenosine A2b receptor	89.24%	98.59%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.05%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.79%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.40%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.34%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.67%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.19%	89.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.67%	85.14%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.55%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.44%	91.19%
CHEMBL226	P30542	Adenosine A1 receptor	84.07%	95.93%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.67%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.26%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.01%	97.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.12%	96.77%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.99%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.61%	95.50%
CHEMBL5028	O14672	ADAM10	80.12%	97.50%

Plants that contains it

• Araujia sericifera

Cross-Links

• PubChem: 10931166
• LOTUS: LTS0117436
• wikiData: Q105285518