1-[(3R,8R,9R,10R,13R,14S)-3-[(2R,3S,4R,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

Details

• Internal ID: 0d0783b8-6e60-4cec-910e-000030930d24
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 1-[(3R,8R,9R,10R,13R,14S)-3-[(2R,3S,4R,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3CCC4(C5CCC6(C(C5CC=C4C3)CC=C6C(=O)C)C)C)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@@H]([C@H]([C@H](O1)O[C@H]2[C@@H](O[C@H]([C@H]([C@H]2O)O)O[C@@H]3CC[C@@]4([C@@H]5CC[C@@]6([C@H]([C@@H]5CC=C4C3)CC=C6C(=O)C)C)C)CO)O)O)O
• InChI: InChI=1S/C33H50O11/c1-15(35)20-7-8-21-19-6-5-17-13-18(9-11-32(17,3)22(19)10-12-33(20,21)4)42-31-28(40)26(38)29(23(14-34)43-31)44-30-27(39)25(37)24(36)16(2)41-30/h5,7,16,18-19,21-31,34,36-40H,6,8-14H2,1-4H3/t16-,18+,19-,21-,22+,23-,24-,25-,26+,27+,28-,29-,30+,31+,32-,33-/m0/s1
• InChI Key: FJKKWBCBTYEUBC-ALTPCJKXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₀O₁₁
• Molecular Weight: 622.70 g/mol
• Exact Mass: 622.33531241 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.11
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7812	78.12%
Caco-2	-	0.8721	87.21%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8084	80.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8943	89.43%
OATP1B3 inhibitior	+	0.8294	82.94%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6104	61.04%
P-glycoprotein inhibitior	+	0.6542	65.42%
P-glycoprotein substrate	-	0.6052	60.52%
CYP3A4 substrate	+	0.7130	71.30%
CYP2C9 substrate	-	0.7956	79.56%
CYP2D6 substrate	-	0.8844	88.44%
CYP3A4 inhibition	-	0.9405	94.05%
CYP2C9 inhibition	-	0.9388	93.88%
CYP2C19 inhibition	-	0.9454	94.54%
CYP2D6 inhibition	-	0.9413	94.13%
CYP1A2 inhibition	-	0.8366	83.66%
CYP2C8 inhibition	+	0.6240	62.40%
CYP inhibitory promiscuity	-	0.8911	89.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5829	58.29%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9339	93.39%
Skin irritation	+	0.5744	57.44%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.9070	90.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6731	67.31%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.8819	88.19%
skin sensitisation	-	0.9166	91.66%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8511	85.11%
Acute Oral Toxicity (c)	III	0.5850	58.50%
Estrogen receptor binding	+	0.7630	76.30%
Androgen receptor binding	+	0.7045	70.45%
Thyroid receptor binding	-	0.5973	59.73%
Glucocorticoid receptor binding	+	0.5989	59.89%
Aromatase binding	+	0.6317	63.17%
PPAR gamma	+	0.5986	59.86%
Honey bee toxicity	-	0.6200	62.00%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5705	57.05%
Fish aquatic toxicity	+	0.9554	95.54%

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	98.57%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.77%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.09%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.47%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.19%	100.00%
CHEMBL2581	P07339	Cathepsin D	91.30%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	88.73%	95.93%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.79%	89.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.92%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.06%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	84.80%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.49%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.93%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	83.54%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.01%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.81%	94.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.46%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.30%	91.19%

Plants that contains it

• Dioscorea spongiosa

Cross-Links

• PubChem: 162854574
• LOTUS: LTS0035677
• wikiData: Q104996103