(1S,2S,3'S,4S,4'S,5'R,6S,7S,8R,9S,10R,12S,13R,14R,16R)-14-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5',7,9,13-tetramethyl-4'-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-3',10,16-triol

Details

• Internal ID: 2d23fba0-00b4-42ec-a502-9f8dac474afa
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1S,2S,3'S,4S,4'S,5'R,6S,7S,8R,9S,10R,12S,13R,14R,16R)-14-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5',7,9,13-tetramethyl-4'-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-3',10,16-triol
• SMILES (Canonical): CC1COC2(C(C3C(O2)CC4C3(C(CC5C4CC=C6C5(C(CC(C6)O)OC7C(C(C(C(O7)CO)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)O)C)C)C(C1OC1C(C(C(C(O1)C)O)O)O)O
• SMILES (Isomeric): C[C@@H]1CO[C@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3([C@@H](C[C@H]5[C@H]4CC=C6[C@@]5([C@@H](C[C@@H](C6)O)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](CO8)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)O)C)C)[C@H]([C@H]1O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C)O)O)O)O
• InChI: InChI=1S/C50H80O24/c1-16-14-66-50(43(64)40(16)71-45-38(62)35(59)31(55)18(3)67-45)17(2)30-26(74-50)11-23-22-8-7-20-9-21(52)10-29(48(20,5)24(22)12-28(54)49(23,30)6)70-47-42(73-46-39(63)36(60)32(56)19(4)68-46)41(34(58)27(13-51)69-47)72-44-37(61)33(57)25(53)15-65-44/h7,16-19,21-47,51-64H,8-15H2,1-6H3/t16-,17+,18-,19+,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+,46+,47+,48+,49-,50+/m1/s1
• InChI Key: BQVUNOGGHBCCLD-FZVAOCOWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₀O₂₄
• Molecular Weight: 1065.20 g/mol
• Exact Mass: 1064.50395341 g/mol
• Topological Polar Surface Area (TPSA): 376.00 Ų
• XlogP: -3.90
• Atomic LogP (AlogP): -4.41
• H-Bond Acceptor: 24
• H-Bond Donor: 14
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7621	76.21%
Caco-2	-	0.8874	88.74%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6715	67.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8501	85.01%
OATP1B3 inhibitior	+	0.9225	92.25%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8084	80.84%
P-glycoprotein inhibitior	+	0.7398	73.98%
P-glycoprotein substrate	+	0.7225	72.25%
CYP3A4 substrate	+	0.7418	74.18%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9125	91.25%
CYP2C9 inhibition	-	0.9251	92.51%
CYP2C19 inhibition	-	0.9163	91.63%
CYP2D6 inhibition	-	0.9369	93.69%
CYP1A2 inhibition	-	0.9065	90.65%
CYP2C8 inhibition	+	0.7750	77.50%
CYP inhibitory promiscuity	-	0.9147	91.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5411	54.11%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9063	90.63%
Skin irritation	-	0.5923	59.23%
Skin corrosion	-	0.9455	94.55%
Ames mutagenesis	-	0.6318	63.18%
Human Ether-a-go-go-Related Gene inhibition	+	0.7893	78.93%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7874	78.74%
skin sensitisation	-	0.9024	90.24%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8017	80.17%
Acute Oral Toxicity (c)	I	0.6153	61.53%
Estrogen receptor binding	+	0.8137	81.37%
Androgen receptor binding	+	0.7385	73.85%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6614	66.14%
Aromatase binding	+	0.6165	61.65%
PPAR gamma	+	0.7893	78.93%
Honey bee toxicity	-	0.5259	52.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9416	94.16%

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	98.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.40%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.24%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	96.18%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.39%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.11%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.87%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.98%	94.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.69%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	87.74%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.46%	89.00%
CHEMBL1914	P06276	Butyrylcholinesterase	84.44%	95.00%
CHEMBL2581	P07339	Cathepsin D	84.21%	98.95%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.52%	92.88%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.30%	97.53%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.67%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.61%	95.89%

Plants that contains it

• Brodiaea californica

Cross-Links

• PubChem: 101713206
• LOTUS: LTS0250113
• wikiData: Q104944592