(3S,4R,5S,6R,7R,8S,9R,10S,13R,14S,15R,17R)-3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-methoxyoxan-2-yl]oxy-17-[(2R,5S)-5-[(2R,3R,4R,5S)-5-[[(2S,3R,4S,5R)-4,5-dihydroxy-3-methoxyoxan-2-yl]oxymethyl]-3,4-dihydroxyoxolan-2-yl]oxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-4,6,7,8,15-pentol

Details

• Internal ID: 73585127-45e2-47c3-a72f-fc31d6a7994f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (3S,4R,5S,6R,7R,8S,9R,10S,13R,14S,15R,17R)-3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-methoxyoxan-2-yl]oxy-17-[(2R,5S)-5-[(2R,3R,4R,5S)-5-[[(2S,3R,4S,5R)-4,5-dihydroxy-3-methoxyoxan-2-yl]oxymethyl]-3,4-dihydroxyoxolan-2-yl]oxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-4,6,7,8,15-pentol
• SMILES (Canonical): CC(C)C(CCC(C)C1CC(C2C1(CCC3C2(C(C(C4C3(CCC(C4O)OC5C(C(C(CO5)O)O)OC)C)O)O)O)C)O)OC6C(C(C(O6)COC7C(C(C(CO7)O)O)OC)O)O
• SMILES (Isomeric): C[C@H](CC[C@@H](C(C)C)O[C@H]1[C@@H]([C@H]([C@@H](O1)CO[C@H]2[C@@H]([C@H]([C@@H](CO2)O)O)OC)O)O)[C@H]3C[C@H]([C@@H]4[C@@]3(CC[C@H]5[C@]4([C@@H]([C@@H]([C@@H]6[C@@]5(CC[C@@H]([C@@H]6O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)OC)C)O)O)O)C)O
• InChI: InChI=1S/C44H76O19/c1-18(2)24(61-39-34(53)32(51)26(63-39)17-60-40-35(56-6)29(48)22(46)15-58-40)9-8-19(3)20-14-21(45)37-42(20,4)13-11-27-43(5)12-10-25(31(50)28(43)33(52)38(54)44(27,37)55)62-41-36(57-7)30(49)23(47)16-59-41/h18-41,45-55H,8-17H2,1-7H3/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+/m1/s1
• InChI Key: VLRBSKQGHGCGRD-ORGXMAGISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₆O₁₉
• Molecular Weight: 909.10 g/mol
• Exact Mass: 908.49808019 g/mol
• Topological Polar Surface Area (TPSA): 296.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.86
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5880	58.80%
Caco-2	-	0.8854	88.54%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6939	69.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8427	84.27%
OATP1B3 inhibitior	+	0.9283	92.83%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.5849	58.49%
P-glycoprotein inhibitior	+	0.7478	74.78%
P-glycoprotein substrate	+	0.6474	64.74%
CYP3A4 substrate	+	0.7384	73.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8358	83.58%
CYP3A4 inhibition	-	0.9542	95.42%
CYP2C9 inhibition	-	0.8734	87.34%
CYP2C19 inhibition	-	0.8729	87.29%
CYP2D6 inhibition	-	0.9483	94.83%
CYP1A2 inhibition	-	0.9265	92.65%
CYP2C8 inhibition	+	0.5738	57.38%
CYP inhibitory promiscuity	-	0.9625	96.25%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6110	61.10%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9075	90.75%
Skin irritation	-	0.7220	72.20%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	-	0.6178	61.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7889	78.89%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6068	60.68%
skin sensitisation	-	0.9146	91.46%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9306	93.06%
Acute Oral Toxicity (c)	I	0.6800	68.00%
Estrogen receptor binding	+	0.8149	81.49%
Androgen receptor binding	+	0.6931	69.31%
Thyroid receptor binding	-	0.5317	53.17%
Glucocorticoid receptor binding	+	0.6481	64.81%
Aromatase binding	+	0.6613	66.13%
PPAR gamma	+	0.7668	76.68%
Honey bee toxicity	-	0.6663	66.63%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.7973	79.73%

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	98.20%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.94%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	97.67%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.50%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.31%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.10%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	92.40%	95.93%
CHEMBL2581	P07339	Cathepsin D	90.82%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.22%	95.89%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.78%	95.58%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.61%	95.89%
CHEMBL1871	P10275	Androgen Receptor	87.47%	96.43%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.24%	97.28%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.24%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.80%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.77%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.61%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	82.84%	83.82%
CHEMBL4581	P52732	Kinesin-like protein 1	82.35%	93.18%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.17%	92.86%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.97%	92.78%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.81%	95.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.33%	96.47%
CHEMBL5028	O14672	ADAM10	80.88%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.75%	96.90%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.03%	95.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24878898
• LOTUS: LTS0031982
• wikiData: Q105288602