(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-3-hydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,16S,18R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 58dddf1c-0bf4-4b13-844e-1755482eeb98
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-3-hydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,16S,18R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C)OC1
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@H]6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C45H74O18/c1-19-7-12-45(56-18-19)20(2)30-26(63-45)14-25-23-6-5-21-13-22(8-10-43(21,3)24(23)9-11-44(25,30)4)57-42-39(62-41-37(55)35(53)32(50)28(16-47)59-41)38(33(51)29(17-48)60-42)61-40-36(54)34(52)31(49)27(15-46)58-40/h19-42,46-55H,5-18H2,1-4H3/t19-,20+,21-,22+,23-,24+,25+,26+,27-,28-,29-,30+,31-,32-,33-,34+,35+,36-,37-,38+,39-,40+,41+,42-,43+,44+,45-/m1/s1
• InChI Key: DKEFDSJGKPNAQN-BOORWVOOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₄O₁₈
• Molecular Weight: 903.10 g/mol
• Exact Mass: 902.48751551 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): -0.73
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5917	59.17%
Caco-2	-	0.8839	88.39%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6898	68.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9291	92.91%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.5592	55.92%
P-glycoprotein inhibitior	+	0.7197	71.97%
P-glycoprotein substrate	-	0.7069	70.69%
CYP3A4 substrate	+	0.7413	74.13%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8164	81.64%
CYP3A4 inhibition	-	0.9611	96.11%
CYP2C9 inhibition	-	0.9091	90.91%
CYP2C19 inhibition	-	0.8819	88.19%
CYP2D6 inhibition	-	0.9566	95.66%
CYP1A2 inhibition	-	0.9089	90.89%
CYP2C8 inhibition	+	0.6028	60.28%
CYP inhibitory promiscuity	-	0.9291	92.91%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6271	62.71%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9098	90.98%
Skin irritation	-	0.7119	71.19%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	-	0.7954	79.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7163	71.63%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.9375	93.75%
skin sensitisation	-	0.9466	94.66%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6996	69.96%
Acute Oral Toxicity (c)	I	0.7761	77.61%
Estrogen receptor binding	+	0.8062	80.62%
Androgen receptor binding	+	0.6719	67.19%
Thyroid receptor binding	-	0.6030	60.30%
Glucocorticoid receptor binding	-	0.5699	56.99%
Aromatase binding	+	0.6480	64.80%
PPAR gamma	+	0.6978	69.78%
Honey bee toxicity	-	0.5345	53.45%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8210	82.10%

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	98.10%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.89%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.63%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	95.31%	98.10%
CHEMBL233	P35372	Mu opioid receptor	92.59%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.69%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.11%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.74%	94.45%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.30%	89.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.74%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	89.64%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.67%	96.61%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.26%	92.86%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.14%	95.58%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.90%	97.25%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	86.53%	97.86%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.00%	96.77%
CHEMBL226	P30542	Adenosine A1 receptor	84.35%	95.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.34%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.24%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.70%	96.95%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.22%	97.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.18%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.11%	91.24%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	82.78%	97.31%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.44%	95.89%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	81.96%	96.67%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.39%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.42%	89.00%

Plants that contains it

• Aframomum zambesiacum
• Alisma plantago-aquatica
• Ambrosia cumanensis
• Angostura granulosa
• Buckiella undulata
• Chamaecrista dentata
• Clausena anisum-olens
• Clinostemon mahuba
• Dioscorea cirrhosa
• Echinops bannaticus
• Euonymus lucidus
• Euphorbia lamprocarpa
• Ferula transiliensis
• Fraxinus angustifolia
• Genista hystrix
• Helichrysum anomalum
• Heptapleurum bodinieri
• Hippomane mancinella
• Isatis costata
• Kartalinia acaulis
• Machilus thunbergii
• Prunus sibirica
• Rhododendron ponticum
• Senecio roseus
• Seriphidium aucheri
• Speranskia tuberculata
• Veronica hederifolia
• Viguiera dentata
• Yucca gloriosa
• Yucca schidigera

Cross-Links

• PubChem: 21603422
• NPASS: NPC7855
• LOTUS: LTS0164509
• wikiData: Q104983109