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

Details

• Internal ID: 175f1067-3f74-403a-9e11-413a80e7f089
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3R,4R,5S,6R)-5-acetyloxy-6-[(2S,5R,6R)-5-acetyloxy-6-[(8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methylheptoxy]-4-hydroxyoxan-3-yl] acetate
• SMILES (Canonical): CC(CCC(C(C)(C1CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C)O)OC(=O)C)COC5C(C(C(CO5)OC(=O)C)O)OC(=O)C
• SMILES (Isomeric): C[C@@H](CC[C@H]([C@@](C)([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C)O)OC(=O)C)CO[C@H]5[C@H]([C@@H]([C@@H](CO5)OC(=O)C)O)OC(=O)C
• InChI: InChI=1S/C38H58O11/c1-21(19-45-35-34(49-24(4)41)33(43)30(20-46-35)47-22(2)39)8-13-32(48-23(3)40)38(7,44)31-12-11-28-27-10-9-25-18-26(42)14-16-36(25,5)29(27)15-17-37(28,31)6/h18,21,27-35,43-44H,8-17,19-20H2,1-7H3/t21-,27-,28-,29-,30+,31-,32+,33+,34-,35+,36-,37-,38+/m0/s1
• InChI Key: PKKIHAJRAOQRNK-UIYLOFINSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₈O₁₁
• Molecular Weight: 690.90 g/mol
• Exact Mass: 690.39791266 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.83
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9415	94.15%
Caco-2	-	0.8503	85.03%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8626	86.26%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.8551	85.51%
OATP1B3 inhibitior	+	0.8988	89.88%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6298	62.98%
BSEP inhibitior	+	0.8888	88.88%
P-glycoprotein inhibitior	+	0.7986	79.86%
P-glycoprotein substrate	+	0.6023	60.23%
CYP3A4 substrate	+	0.7754	77.54%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.9050	90.50%
CYP3A4 inhibition	-	0.8855	88.55%
CYP2C9 inhibition	-	0.9127	91.27%
CYP2C19 inhibition	-	0.9236	92.36%
CYP2D6 inhibition	-	0.9543	95.43%
CYP1A2 inhibition	-	0.7757	77.57%
CYP2C8 inhibition	+	0.5726	57.26%
CYP inhibitory promiscuity	-	0.8912	89.12%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6181	61.81%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9182	91.82%
Skin irritation	+	0.5542	55.42%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4504	45.04%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5606	56.06%
skin sensitisation	-	0.9364	93.64%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9107	91.07%
Acute Oral Toxicity (c)	III	0.3968	39.68%
Estrogen receptor binding	+	0.8070	80.70%
Androgen receptor binding	+	0.7780	77.80%
Thyroid receptor binding	-	0.6054	60.54%
Glucocorticoid receptor binding	+	0.7299	72.99%
Aromatase binding	+	0.7062	70.62%
PPAR gamma	+	0.7035	70.35%
Honey bee toxicity	-	0.6608	66.08%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9858	98.58%

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	98.17%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.85%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.02%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.66%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	96.47%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.09%	94.45%
CHEMBL1871	P10275	Androgen Receptor	94.40%	96.43%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.58%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	91.84%	95.93%
CHEMBL4581	P52732	Kinesin-like protein 1	90.84%	93.18%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	90.03%	95.71%
CHEMBL4040	P28482	MAP kinase ERK2	88.65%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.42%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.32%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.07%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.15%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.71%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.27%	94.08%
CHEMBL204	P00734	Thrombin	86.17%	96.01%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.84%	94.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.76%	97.28%
CHEMBL5255	O00206	Toll-like receptor 4	85.73%	92.50%
CHEMBL5028	O14672	ADAM10	85.15%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.65%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.55%	97.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.60%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.41%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	80.88%	91.19%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.53%	89.05%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.30%	100.00%

Plants that contains it

• Pulicaria undulata subsp. undulata
• Pyrus communis

Cross-Links

• PubChem: 53483750
• NPASS: NPC218108