[2-[3-Acetyloxy-2-[[3,17-dihydroxy-10,13-dimethyl-17-(6-methyl-3-oxoheptan-2-yl)-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]-5-hydroxyoxan-4-yl]oxy-4-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] 3,4-dimethoxybenzoate

Details

• Internal ID: 41431e33-ceeb-46a5-b983-cf5d42025a74
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [2-[3-acetyloxy-2-[[3,17-dihydroxy-10,13-dimethyl-17-(6-methyl-3-oxoheptan-2-yl)-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]-5-hydroxyoxan-4-yl]oxy-4-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] 3,4-dimethoxybenzoate
• SMILES (Canonical): CC(C)CCC(=O)C(C)C1(C(CC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)OC5C(C(C(CO5)O)OC6C(C(C(CO6)OC7C(C(C(C(O7)CO)O)O)O)O)OC(=O)C8=CC(=C(C=C8)OC)OC)OC(=O)C)O
• SMILES (Isomeric): CC(C)CCC(=O)C(C)C1(C(CC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)OC5C(C(C(CO5)O)OC6C(C(C(CO6)OC7C(C(C(C(O7)CO)O)O)O)O)OC(=O)C8=CC(=C(C=C8)OC)OC)OC(=O)C)O
• InChI: InChI=1S/C54H80O21/c1-25(2)9-13-34(58)26(3)54(65)40(21-33-31-12-11-29-20-30(57)15-17-52(29,5)32(31)16-18-53(33,54)6)73-51-47(70-27(4)56)45(35(59)23-68-51)75-50-46(74-48(64)28-10-14-36(66-7)37(19-28)67-8)42(61)39(24-69-50)72-49-44(63)43(62)41(60)38(22-55)71-49/h10-11,14,19,25-26,30-33,35,38-47,49-51,55,57,59-63,65H,9,12-13,15-18,20-24H2,1-8H3
• InChI Key: HNJIRKJOLJDINX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₀O₂₁
• Molecular Weight: 1065.20 g/mol
• Exact Mass: 1064.51920956 g/mol
• Topological Polar Surface Area (TPSA): 305.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 21
• H-Bond Donor: 8
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8937	89.37%
Caco-2	-	0.8703	87.03%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7777	77.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8193	81.93%
OATP1B3 inhibitior	+	0.8332	83.32%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9633	96.33%
P-glycoprotein inhibitior	+	0.7480	74.80%
P-glycoprotein substrate	+	0.7960	79.60%
CYP3A4 substrate	+	0.7631	76.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8751	87.51%
CYP3A4 inhibition	-	0.7864	78.64%
CYP2C9 inhibition	-	0.8020	80.20%
CYP2C19 inhibition	-	0.8263	82.63%
CYP2D6 inhibition	-	0.9159	91.59%
CYP1A2 inhibition	-	0.7495	74.95%
CYP2C8 inhibition	+	0.8408	84.08%
CYP inhibitory promiscuity	-	0.9326	93.26%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5968	59.68%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9014	90.14%
Skin irritation	-	0.6897	68.97%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7653	76.53%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8884	88.84%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8717	87.17%
Acute Oral Toxicity (c)	I	0.3830	38.30%
Estrogen receptor binding	+	0.8054	80.54%
Androgen receptor binding	+	0.7583	75.83%
Thyroid receptor binding	+	0.6154	61.54%
Glucocorticoid receptor binding	+	0.7902	79.02%
Aromatase binding	+	0.5907	59.07%
PPAR gamma	+	0.8351	83.51%
Honey bee toxicity	-	0.5997	59.97%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9835	98.35%

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	99.08%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.44%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.37%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.01%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.93%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.11%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.79%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.63%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.30%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.84%	95.89%
CHEMBL4208	P20618	Proteasome component C5	90.98%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.88%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	90.30%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.61%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.71%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.59%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.90%	92.94%
CHEMBL220	P22303	Acetylcholinesterase	86.69%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.54%	91.24%
CHEMBL4581	P52732	Kinesin-like protein 1	85.86%	93.18%
CHEMBL5255	O00206	Toll-like receptor 4	85.29%	92.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.60%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.90%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.79%	94.00%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	83.47%	99.17%
CHEMBL5028	O14672	ADAM10	83.44%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.10%	96.90%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.96%	95.83%
CHEMBL1871	P10275	Androgen Receptor	81.74%	96.43%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.45%	92.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.44%	89.50%

Plants that contains it

• Ornithogalum saundersiae

Cross-Links

• PubChem: 85125427
• LOTUS: LTS0021787
• wikiData: Q105030899