(1S,2S,3'S,4S,4'S,5'R,6S,7S,8R,9S,10R,12S,13R,14R,16R)-14-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5',7,9,13-tetramethyl-3'-[(2S,3R,4R,5R,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]-4',10,16-triol

Details

• Internal ID: a1d1790c-5b7b-4277-a23f-a08cde640728
• 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,5S,6R)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5',7,9,13-tetramethyl-3'-[(2S,3R,4R,5R,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]-4',10,16-triol
• SMILES (Canonical): CC1COC2(C(C3C(O2)CC4C3(C(CC5C4CC=C6C5(C(CC(C6)O)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)C)O)OC9C(C(C(C(O9)CO)O)O)O)O)C)O)C)C)C(C1O)OC1C(C(C(C(O1)C)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)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)C)O)C)C)[C@H]([C@H]1O)O[C@H]1[C@@H]([C@@H]([C@H]([C@H](O1)C)O)O)O
• InChI: InChI=1S/C51H82O25/c1-16-15-67-51(44(31(16)56)75-45-39(64)36(61)32(57)18(3)68-45)17(2)30-25(76-51)11-23-22-8-7-20-9-21(54)10-29(49(20,5)24(22)12-28(55)50(23,30)6)72-48-43(38(63)35(60)27(14-53)71-48)74-47-41(66)42(33(58)19(4)69-47)73-46-40(65)37(62)34(59)26(13-52)70-46/h7,16-19,21-48,52-66H,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-,51+/m1/s1
• InChI Key: IUNXUUQHITWSSB-WHOYKMDWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂O₂₅
• Molecular Weight: 1095.20 g/mol
• Exact Mass: 1094.51451810 g/mol
• Topological Polar Surface Area (TPSA): 396.00 Ų
• XlogP: -4.00
• Atomic LogP (AlogP): -5.05
• H-Bond Acceptor: 25
• H-Bond Donor: 15
• Rotatable Bonds: 10

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	-	0.8870	88.70%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6715	67.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8570	85.70%
OATP1B3 inhibitior	+	0.9225	92.25%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8268	82.68%
P-glycoprotein inhibitior	+	0.7414	74.14%
P-glycoprotein substrate	+	0.6905	69.05%
CYP3A4 substrate	+	0.7325	73.25%
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	+	0.7819	78.19%
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	-	0.9048	90.48%
Skin irritation	-	0.5923	59.23%
Skin corrosion	-	0.9455	94.55%
Ames mutagenesis	-	0.6418	64.18%
Human Ether-a-go-go-Related Gene inhibition	+	0.7777	77.77%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7927	79.27%
skin sensitisation	-	0.9024	90.24%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7952	79.52%
Acute Oral Toxicity (c)	I	0.6153	61.53%
Estrogen receptor binding	+	0.8301	83.01%
Androgen receptor binding	+	0.7486	74.86%
Thyroid receptor binding	+	0.5478	54.78%
Glucocorticoid receptor binding	+	0.6951	69.51%
Aromatase binding	+	0.6536	65.36%
PPAR gamma	+	0.8049	80.49%
Honey bee toxicity	-	0.5558	55.58%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
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	98.63%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.07%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.60%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.26%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.63%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.51%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.20%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	89.42%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.26%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.52%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.23%	97.25%
CHEMBL1914	P06276	Butyrylcholinesterase	86.69%	95.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.65%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.32%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.75%	97.36%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.97%	97.53%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.81%	91.24%
CHEMBL2581	P07339	Cathepsin D	81.98%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.11%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.99%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.59%	92.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.42%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.01%	99.17%

Plants that contains it

• Brodiaea californica

Cross-Links

• PubChem: 163035735
• LOTUS: LTS0069489
• wikiData: Q105120732