[(3S,8R,9S,10R,11S,12S,13S,14S,17S)-12-acetyloxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,3R,4R,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-14-hydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-11-yl] acetate

Details

• Internal ID: da7cdf0c-227e-48c7-bc07-450e0bd80867
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8R,9S,10R,11S,12S,13S,14S,17S)-12-acetyloxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,3R,4R,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-14-hydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-11-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5CCC6(C7C(CC=C6C5)C8(CCC(C8(C(C7OC(=O)C)OC(=O)C)C)C(C)O)O)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]7[C@@H](CC=C6C5)[C@]8(CC[C@@H]([C@]8([C@@H]([C@H]7OC(=O)C)OC(=O)C)C)[C@H](C)O)O)C)C)C)C)O)OC)O
• InChI: InChI=1S/C53H86O20/c1-24(54)33-17-19-53(59)34-15-14-31-20-32(16-18-51(31,8)41(34)47(68-29(6)55)49(52(33,53)9)69-30(7)56)70-38-21-35(60-10)44(26(3)64-38)71-39-22-36(61-11)45(27(4)65-39)72-40-23-37(62-12)46(28(5)66-40)73-50-43(58)48(63-13)42(57)25(2)67-50/h14,24-28,32-50,54,57-59H,15-23H2,1-13H3/t24-,25+,26+,27+,28+,32-,33+,34+,35-,36-,37+,38-,39-,40-,41+,42+,43+,44+,45+,46+,47-,48+,49+,50-,51-,52-,53-/m0/s1
• InChI Key: DHXSISVDQYTFHT-IMZQUPTHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₆O₂₀
• Molecular Weight: 1043.20 g/mol
• Exact Mass: 1042.57124513 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 20
• H-Bond Donor: 4
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9426	94.26%
Caco-2	-	0.8651	86.51%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7305	73.05%
OATP2B1 inhibitior	-	0.8727	87.27%
OATP1B1 inhibitior	+	0.8750	87.50%
OATP1B3 inhibitior	+	0.9218	92.18%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6374	63.74%
BSEP inhibitior	+	0.9697	96.97%
P-glycoprotein inhibitior	+	0.7498	74.98%
P-glycoprotein substrate	+	0.7419	74.19%
CYP3A4 substrate	+	0.7243	72.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8913	89.13%
CYP3A4 inhibition	-	0.8515	85.15%
CYP2C9 inhibition	-	0.9153	91.53%
CYP2C19 inhibition	-	0.9382	93.82%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.8666	86.66%
CYP2C8 inhibition	+	0.6104	61.04%
CYP inhibitory promiscuity	-	0.9532	95.32%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5261	52.61%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9019	90.19%
Skin irritation	+	0.5649	56.49%
Skin corrosion	-	0.9199	91.99%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8006	80.06%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.6926	69.26%
skin sensitisation	-	0.8778	87.78%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7927	79.27%
Acute Oral Toxicity (c)	I	0.3844	38.44%
Estrogen receptor binding	+	0.8098	80.98%
Androgen receptor binding	+	0.7460	74.60%
Thyroid receptor binding	+	0.5916	59.16%
Glucocorticoid receptor binding	+	0.8057	80.57%
Aromatase binding	+	0.6796	67.96%
PPAR gamma	+	0.8281	82.81%
Honey bee toxicity	-	0.6284	62.84%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9550	95.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.95%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.40%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.28%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.92%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.53%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.24%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.85%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.62%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.31%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.20%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	88.49%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.08%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.61%	94.08%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	85.40%	92.78%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.20%	94.00%
CHEMBL5028	O14672	ADAM10	84.59%	97.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.20%	89.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.86%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.67%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.71%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.44%	95.56%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	82.20%	94.97%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.83%	97.36%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.68%	95.71%
CHEMBL5255	O00206	Toll-like receptor 4	81.53%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.71%	96.77%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	80.62%	95.52%

Plants that contains it

• Hoya carnosa

Cross-Links

• PubChem: 10653653
• LOTUS: LTS0272856
• wikiData: Q104980970