(8S,9R,13R,14R,16R,17R)-3,16-dihydroxy-4,9,13,14-tetramethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-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-11-one

Details

• Internal ID: 2d03a1a6-463f-4b5b-a4c3-fdbc30e3b8a1
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (8S,9R,13R,14R,16R,17R)-3,16-dihydroxy-4,9,13,14-tetramethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-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-11-one
• 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)O)O)O)O)C
• SMILES (Isomeric): CC1=C2CC[C@H]3[C@]4(C[C@H]([C@@H]([C@]4(CC(=O)[C@]3(C2=CC(=C1O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O)C)C)[C@](C)([C@@H](CCC(C)(C)O)O)O)O)C
• InChI: InChI=1S/C41H64O17/c1-17-18-8-9-24-38(4)13-20(43)34(41(7,54)25(44)10-11-37(2,3)53)39(38,5)14-26(45)40(24,6)19(18)12-21(27(17)46)56-36-33(52)31(50)29(48)23(58-36)16-55-35-32(51)30(49)28(47)22(15-42)57-35/h12,20,22-25,28-36,42-44,46-54H,8-11,13-16H2,1-7H3/t20-,22-,23-,24+,25-,28-,29-,30+,31+,32-,33-,34+,35-,36-,38-,39-,40+,41+/m1/s1
• InChI Key: QWGUIPMTPWNYMF-BYELSSJISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₄O₁₇
• Molecular Weight: 828.90 g/mol
• Exact Mass: 828.41435057 g/mol
• Topological Polar Surface Area (TPSA): 297.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.45
• H-Bond Acceptor: 17
• H-Bond Donor: 12
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8001	80.01%
Caco-2	-	0.8795	87.95%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7719	77.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8400	84.00%
OATP1B3 inhibitior	+	0.8529	85.29%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9254	92.54%
P-glycoprotein inhibitior	+	0.7420	74.20%
P-glycoprotein substrate	+	0.6165	61.65%
CYP3A4 substrate	+	0.7245	72.45%
CYP2C9 substrate	-	0.8035	80.35%
CYP2D6 substrate	-	0.8429	84.29%
CYP3A4 inhibition	-	0.8905	89.05%
CYP2C9 inhibition	-	0.8780	87.80%
CYP2C19 inhibition	-	0.8636	86.36%
CYP2D6 inhibition	-	0.9393	93.93%
CYP1A2 inhibition	-	0.7722	77.22%
CYP2C8 inhibition	+	0.7083	70.83%
CYP inhibitory promiscuity	-	0.9536	95.36%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6679	66.79%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9079	90.79%
Skin irritation	-	0.7356	73.56%
Skin corrosion	-	0.9557	95.57%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7467	74.67%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5973	59.73%
skin sensitisation	-	0.9301	93.01%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6951	69.51%
Acute Oral Toxicity (c)	III	0.3884	38.84%
Estrogen receptor binding	+	0.8297	82.97%
Androgen receptor binding	+	0.7342	73.42%
Thyroid receptor binding	-	0.5510	55.10%
Glucocorticoid receptor binding	+	0.7104	71.04%
Aromatase binding	+	0.6943	69.43%
PPAR gamma	+	0.7706	77.06%
Honey bee toxicity	-	0.6947	69.47%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9605	96.05%

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	99.75%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.58%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.92%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.86%	98.95%
CHEMBL4581	P52732	Kinesin-like protein 1	94.01%	93.18%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.77%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.94%	92.94%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.73%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.68%	86.33%
CHEMBL220	P22303	Acetylcholinesterase	91.83%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.80%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.79%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.46%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.34%	94.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	90.59%	82.38%
CHEMBL2996	Q05655	Protein kinase C delta	90.00%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.43%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.31%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.96%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.61%	94.45%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	86.76%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.43%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	85.78%	92.50%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.81%	83.57%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.74%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	84.37%	94.73%
CHEMBL1871	P10275	Androgen Receptor	84.01%	96.43%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.84%	99.17%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.43%	93.04%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.85%	93.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.81%	96.61%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.38%	85.00%
CHEMBL3045	P05771	Protein kinase C beta	80.06%	97.63%

Plants that contains it

• Cyclanthera pedata

Cross-Links

• PubChem: 162890258
• LOTUS: LTS0094978
• wikiData: Q105229174