(3S,5S,6R,7R,8S,9R,10S,13R,14S,15S,17R)-17-[(2R,5S)-5-[(2S,3R,4S,5R)-3-[(2S,3R,4R,5R)-3,4-dihydroxy-5-methoxyoxan-2-yl]oxy-5-hydroxy-4-methoxyoxan-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-3,6,7,8,15-pentol

Details

• Internal ID: 383df77d-3b18-4978-9746-4ca48f3e2555
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (3S,5S,6R,7R,8S,9R,10S,13R,14S,15S,17R)-17-[(2R,5S)-5-[(2S,3R,4S,5R)-3-[(2S,3R,4R,5R)-3,4-dihydroxy-5-methoxyoxan-2-yl]oxy-5-hydroxy-4-methoxyoxan-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-3,6,7,8,15-pentol
• SMILES (Canonical): CC(C)C(CCC(C)C1CC(C2C1(CCC3C2(C(C(C4C3(CCC(C4)O)C)O)O)O)C)O)OC5C(C(C(CO5)O)OC)OC6C(C(C(CO6)OC)O)O
• SMILES (Isomeric): C[C@H](CC[C@@H](C(C)C)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)OC)O[C@H]2[C@@H]([C@H]([C@@H](CO2)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](C6)O)C)O)O)O)C)O
• InChI: InChI=1S/C39H68O14/c1-18(2)25(52-36-32(31(49-7)24(42)16-50-36)53-35-30(45)29(44)26(48-6)17-51-35)9-8-19(3)21-15-23(41)33-38(21,5)13-11-27-37(4)12-10-20(40)14-22(37)28(43)34(46)39(27,33)47/h18-36,40-47H,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+/m1/s1
• InChI Key: JTDIXAKIUGBUGU-GSFJHRIHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₈O₁₄
• Molecular Weight: 760.90 g/mol
• Exact Mass: 760.46090684 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.70
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4763	47.63%
Caco-2	-	0.8759	87.59%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6679	66.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8153	81.53%
OATP1B3 inhibitior	+	0.8950	89.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.5647	56.47%
P-glycoprotein inhibitior	+	0.7249	72.49%
P-glycoprotein substrate	+	0.6977	69.77%
CYP3A4 substrate	+	0.7433	74.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8358	83.58%
CYP3A4 inhibition	-	0.9680	96.80%
CYP2C9 inhibition	-	0.8790	87.90%
CYP2C19 inhibition	-	0.8772	87.72%
CYP2D6 inhibition	-	0.9566	95.66%
CYP1A2 inhibition	-	0.9223	92.23%
CYP2C8 inhibition	+	0.5814	58.14%
CYP inhibitory promiscuity	-	0.9740	97.40%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6637	66.37%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9155	91.55%
Skin irritation	-	0.7287	72.87%
Skin corrosion	-	0.9528	95.28%
Ames mutagenesis	-	0.5778	57.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7103	71.03%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7207	72.07%
skin sensitisation	-	0.9169	91.69%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8632	86.32%
Acute Oral Toxicity (c)	I	0.5746	57.46%
Estrogen receptor binding	+	0.6699	66.99%
Androgen receptor binding	+	0.6919	69.19%
Thyroid receptor binding	-	0.5882	58.82%
Glucocorticoid receptor binding	-	0.4886	48.86%
Aromatase binding	+	0.6067	60.67%
PPAR gamma	+	0.6731	67.31%
Honey bee toxicity	-	0.6007	60.07%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.7639	76.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.48%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.20%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.62%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.02%	96.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	93.84%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.32%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	89.26%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	89.05%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.79%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.47%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.81%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.80%	98.95%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	86.66%	92.78%
CHEMBL2179	P04062	Beta-glucocerebrosidase	86.58%	85.31%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.80%	96.77%
CHEMBL1871	P10275	Androgen Receptor	84.87%	96.43%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.64%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.85%	89.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.62%	89.05%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.31%	90.71%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	81.95%	95.00%
CHEMBL5028	O14672	ADAM10	81.46%	97.50%
CHEMBL4581	P52732	Kinesin-like protein 1	81.27%	93.18%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.22%	92.62%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.55%	97.28%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.25%	100.00%

Plants that contains it

• Printzia polifolia

Cross-Links

• PubChem: 163075519
• LOTUS: LTS0239459
• wikiData: Q105134724