[6-[3,16-dihydroxy-4,9,13,14-tetramethyl-11-oxo-2-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-7,8,12,15,16,17-hexahydro-6H-cyclopenta[a]phenanthren-17-yl]-5,6-dihydroxy-2-methylheptan-2-yl] acetate

Details

• Internal ID: acd2e624-caa1-4991-83a8-5383a63f611d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [6-[3,16-dihydroxy-4,9,13,14-tetramethyl-11-oxo-2-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-7,8,12,15,16,17-hexahydro-6H-cyclopenta[a]phenanthren-17-yl]-5,6-dihydroxy-2-methylheptan-2-yl] acetate
• SMILES (Canonical): CC1=C2CCC3C4(CC(C(C4(CC(=O)C3(C2=CC(=C1O)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)C)C)C(C)(C(CCC(C)(C)OC(=O)C)O)O)O)C
• SMILES (Isomeric): CC1=C2CCC3C4(CC(C(C4(CC(=O)C3(C2=CC(=C1O)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)C)C)C(C)(C(CCC(C)(C)OC(=O)C)O)O)O)C
• InChI: InChI=1S/C43H66O18/c1-18-20-9-10-26-40(5)14-22(46)36(43(8,56)27(47)11-12-39(3,4)61-19(2)45)41(40,6)15-28(48)42(26,7)21(20)13-23(29(18)49)58-38-35(55)33(53)31(51)25(60-38)17-57-37-34(54)32(52)30(50)24(16-44)59-37/h13,22,24-27,30-38,44,46-47,49-56H,9-12,14-17H2,1-8H3
• InChI Key: XLJZVUSWNGLRKV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₆O₁₈
• Molecular Weight: 871.00 g/mol
• Exact Mass: 870.42491525 g/mol
• Topological Polar Surface Area (TPSA): 303.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.88
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7531	75.31%
Caco-2	-	0.8750	87.50%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7634	76.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8323	83.23%
OATP1B3 inhibitior	+	0.8562	85.62%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9160	91.60%
P-glycoprotein inhibitior	+	0.7505	75.05%
P-glycoprotein substrate	+	0.6663	66.63%
CYP3A4 substrate	+	0.7339	73.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8697	86.97%
CYP3A4 inhibition	-	0.8125	81.25%
CYP2C9 inhibition	-	0.8728	87.28%
CYP2C19 inhibition	-	0.8689	86.89%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.7844	78.44%
CYP2C8 inhibition	+	0.7412	74.12%
CYP inhibitory promiscuity	-	0.9642	96.42%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6689	66.89%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9055	90.55%
Skin irritation	-	0.7429	74.29%
Skin corrosion	-	0.9509	95.09%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7174	71.74%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5973	59.73%
skin sensitisation	-	0.9349	93.49%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6560	65.60%
Acute Oral Toxicity (c)	III	0.3964	39.64%
Estrogen receptor binding	+	0.8263	82.63%
Androgen receptor binding	+	0.7408	74.08%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7647	76.47%
Aromatase binding	+	0.6733	67.33%
PPAR gamma	+	0.8141	81.41%
Honey bee toxicity	-	0.6842	68.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9721	97.21%

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	99.81%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.62%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.74%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.60%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.10%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.74%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.59%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.34%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.19%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.22%	97.25%
CHEMBL4581	P52732	Kinesin-like protein 1	91.04%	93.18%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.61%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.50%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.88%	100.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	88.79%	82.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.31%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	88.03%	97.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.99%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.94%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	87.25%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.25%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.07%	96.21%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	86.28%	85.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.84%	93.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.71%	96.95%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	85.35%	96.39%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.55%	93.04%
CHEMBL220	P22303	Acetylcholinesterase	83.48%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	82.95%	94.73%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	80.85%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.64%	99.23%

Plants that contains it

• Cyclanthera pedata

Cross-Links

• PubChem: 162907478
• LOTUS: LTS0190786
• wikiData: Q105330031