[17-acetyl-12-acetyloxy-8,14-dihydroxy-3-[5-[5-[5-[3-hydroxy-4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-11-yl] acetate

Details

• Internal ID: 812304e4-a443-401a-8643-ffdb82bdfb05
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [17-acetyl-12-acetyloxy-8,14-dihydroxy-3-[5-[5-[5-[3-hydroxy-4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-11-yl] acetate
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C4C(C(C5(C(CCC5(C4(CC=C3C2)O)O)C(=O)C)C)OC(=O)C)OC(=O)C)C)OC)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)OC8C(C(C(C(O8)C)OC9C(C(C(C(O9)CO)O)O)O)OC)O)OC)OC
• SMILES (Isomeric): CC1C(C(CC(O1)OC2CCC3(C4C(C(C5(C(CCC5(C4(CC=C3C2)O)O)C(=O)C)C)OC(=O)C)OC(=O)C)C)OC)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)OC8C(C(C(C(O8)C)OC9C(C(C(C(O9)CO)O)O)O)OC)O)OC)OC
• InChI: InChI=1S/C59H94O26/c1-25(61)34-16-19-59(69)57(34,9)53(79-31(7)63)51(78-30(6)62)52-56(8)17-15-33(20-32(56)14-18-58(52,59)68)80-39-21-35(70-10)46(26(2)74-39)82-40-22-36(71-11)47(27(3)75-40)83-41-23-37(72-12)48(28(4)76-41)84-55-45(67)50(73-13)49(29(5)77-55)85-54-44(66)43(65)42(64)38(24-60)81-54/h14,26-29,33-55,60,64-69H,15-24H2,1-13H3
• InChI Key: NVHREWWCXDGRRL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₉₄O₂₆
• Molecular Weight: 1219.40 g/mol
• Exact Mass: 1218.60333310 g/mol
• Topological Polar Surface Area (TPSA): 341.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.76
• H-Bond Acceptor: 26
• H-Bond Donor: 7
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8203	82.03%
Caco-2	-	0.8627	86.27%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8142	81.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8404	84.04%
OATP1B3 inhibitior	+	0.8977	89.77%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6553	65.53%
BSEP inhibitior	+	0.9584	95.84%
P-glycoprotein inhibitior	+	0.7460	74.60%
P-glycoprotein substrate	+	0.6939	69.39%
CYP3A4 substrate	+	0.7329	73.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8921	89.21%
CYP3A4 inhibition	-	0.8616	86.16%
CYP2C9 inhibition	-	0.9127	91.27%
CYP2C19 inhibition	-	0.9401	94.01%
CYP2D6 inhibition	-	0.9540	95.40%
CYP1A2 inhibition	-	0.9162	91.62%
CYP2C8 inhibition	+	0.6514	65.14%
CYP inhibitory promiscuity	-	0.9614	96.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5884	58.84%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.8986	89.86%
Skin irritation	+	0.5519	55.19%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7610	76.10%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7973	79.73%
skin sensitisation	-	0.9309	93.09%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8272	82.72%
Acute Oral Toxicity (c)	I	0.4167	41.67%
Estrogen receptor binding	+	0.7770	77.70%
Androgen receptor binding	+	0.7554	75.54%
Thyroid receptor binding	+	0.6506	65.06%
Glucocorticoid receptor binding	+	0.8107	81.07%
Aromatase binding	+	0.6981	69.81%
PPAR gamma	+	0.8326	83.26%
Honey bee toxicity	-	0.6266	62.66%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.9263	92.63%

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	99.26%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.36%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.23%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.18%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.44%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	92.43%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.52%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.15%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.51%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.04%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.86%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.00%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.71%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	85.05%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.15%	95.56%
CHEMBL5028	O14672	ADAM10	83.67%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.38%	96.00%
CHEMBL2996	Q05655	Protein kinase C delta	81.42%	97.79%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.24%	97.36%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.21%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.15%	92.94%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.12%	94.33%

Plants that contains it

• Hoya carnosa

Cross-Links

• PubChem: 85185328
• LOTUS: LTS0038739
• wikiData: Q105186240