(1S,2R,5S,7R,8R,10S,11S,14S,15S)-14-[(1R)-1-[(2R,4R,5R,6S)-4,5-dihydroxy-4,5-dimethyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]ethyl]-8,14-dihydroxy-2,15-dimethylpentacyclo[8.7.0.02,7.05,7.011,15]heptadecan-3-one

Details

• Internal ID: b6dbd363-6329-49fa-b238-22f563d6c8b3
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (1S,2R,5S,7R,8R,10S,11S,14S,15S)-14-[(1R)-1-[(2R,4R,5R,6S)-4,5-dihydroxy-4,5-dimethyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]ethyl]-8,14-dihydroxy-2,15-dimethylpentacyclo[8.7.0.02,7.05,7.011,15]heptadecan-3-one
• SMILES (Canonical): CC(C1CC(C(C(O1)OC2C(C(C(C(O2)CO)O)O)O)(C)O)(C)O)C3(CCC4C3(CCC5C4CC(C67C5(C(=O)CC6C7)C)O)C)O
• SMILES (Isomeric): C[C@H]([C@H]1C[C@@]([C@@]([C@@H](O1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)(C)O)(C)O)[C@]3(CC[C@@H]4[C@@]3(CC[C@H]5[C@H]4C[C@H]([C@@]67[C@@]5(C(=O)C[C@@H]6C7)C)O)C)O
• InChI: InChI=1S/C34H54O12/c1-15(20-13-30(3,41)32(5,42)28(45-20)46-27-26(40)25(39)24(38)21(14-35)44-27)34(43)9-7-18-17-11-23(37)33-12-16(33)10-22(36)31(33,4)19(17)6-8-29(18,34)2/h15-21,23-28,35,37-43H,6-14H2,1-5H3/t15-,16-,17+,18+,19+,20-,21-,23-,24-,25+,26-,27+,28+,29+,30-,31+,32+,33+,34+/m1/s1
• InChI Key: TVYDUTRHCCOMJI-KRPZQFGQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₄O₁₂
• Molecular Weight: 654.80 g/mol
• Exact Mass: 654.36152715 g/mol
• Topological Polar Surface Area (TPSA): 207.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.02
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6295	62.95%
Caco-2	-	0.8564	85.64%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7190	71.90%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.8508	85.08%
OATP1B3 inhibitior	+	0.8974	89.74%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6317	63.17%
P-glycoprotein inhibitior	+	0.6948	69.48%
P-glycoprotein substrate	-	0.5168	51.68%
CYP3A4 substrate	+	0.7223	72.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.8929	89.29%
CYP2C9 inhibition	-	0.8784	87.84%
CYP2C19 inhibition	-	0.9206	92.06%
CYP2D6 inhibition	-	0.9591	95.91%
CYP1A2 inhibition	-	0.8803	88.03%
CYP2C8 inhibition	+	0.6010	60.10%
CYP inhibitory promiscuity	-	0.9637	96.37%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7099	70.99%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9252	92.52%
Skin irritation	-	0.5961	59.61%
Skin corrosion	-	0.9481	94.81%
Ames mutagenesis	-	0.7632	76.32%
Human Ether-a-go-go-Related Gene inhibition	+	0.8232	82.32%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5699	56.99%
skin sensitisation	-	0.9350	93.50%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5700	57.00%
Acute Oral Toxicity (c)	I	0.5622	56.22%
Estrogen receptor binding	+	0.6467	64.67%
Androgen receptor binding	+	0.7776	77.76%
Thyroid receptor binding	-	0.5623	56.23%
Glucocorticoid receptor binding	+	0.6221	62.21%
Aromatase binding	+	0.6807	68.07%
PPAR gamma	+	0.6635	66.35%
Honey bee toxicity	-	0.6884	68.84%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8255	82.55%

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	96.66%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.24%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.09%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.90%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.91%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.38%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.19%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.01%	94.45%
CHEMBL220	P22303	Acetylcholinesterase	89.67%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.95%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.77%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.26%	90.08%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.00%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.93%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.21%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.10%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.28%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	82.87%	95.93%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.55%	91.24%
CHEMBL2996	Q05655	Protein kinase C delta	82.04%	97.79%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.63%	100.00%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	81.54%	99.17%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.50%	97.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.45%	90.71%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.29%	93.04%
CHEMBL1937	Q92769	Histone deacetylase 2	80.14%	94.75%

Plants that contains it

• Solanum capsicoides

Cross-Links

• PubChem: 101130298
• LOTUS: LTS0063201
• wikiData: Q105265621