Torvoside H

Details

• Internal ID: 5f7baa0b-e3c7-48ce-af67-a9aa73f41a14
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1R,2S,4S,6R,7S,8R,9S,12S,13R,18S,19S)-19-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-hydroxy-7,9,13-trimethyl-6-[(3S)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-one
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC(C5C4(CCC(=O)C5)C)OC6C(C(C(C(O6)C)O)OC7C(C(C(C(O7)C)O)O)O)O)C)OC1(CCC(C)COC8C(C(C(C(O8)CO)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3C[C@@H]([C@@H]5[C@@]4(CCC(=O)C5)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C)O)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)O)C)O[C@@]1(CC[C@H](C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O
• InChI: InChI=1S/C45H74O18/c1-18(17-57-40-36(53)35(52)33(50)29(16-46)61-40)7-12-45(56)19(2)30-28(63-45)15-25-23-14-27(26-13-22(47)8-10-43(26,5)24(23)9-11-44(25,30)6)60-42-38(55)39(32(49)21(4)59-42)62-41-37(54)34(51)31(48)20(3)58-41/h18-21,23-42,46,48-56H,7-17H2,1-6H3/t18-,19-,20-,21+,23+,24-,25-,26+,27-,28-,29+,30-,31-,32+,33+,34+,35-,36+,37+,38+,39-,40+,41-,42-,43+,44-,45+/m0/s1
• InChI Key: DPXGNIHBGKCXMA-GXBWQGRMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₄O₁₈
• Molecular Weight: 903.10 g/mol
• Exact Mass: 902.48751551 g/mol
• Topological Polar Surface Area (TPSA): 284.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.54
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 11

Synonyms

• (25S)-26-O-(beta-D-glucopyranosyl)-6alpha,26-dihydroxy-5alpha-spirostan-3-one 6-O-[alpha-L-rhamnopyranosyl-(1->3)-beta-D-quinovopyranoside]
• (5alpha,6alpha,22R,25S)-6-{[6-deoxy-3-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy}-22-hydroxy-3-oxofurostan-26-yl beta-D-glucopyranoside
• CHEBI:66259
• Q27134803

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5734	57.34%
Caco-2	-	0.8884	88.84%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7299	72.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8656	86.56%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.7118	71.18%
P-glycoprotein inhibitior	+	0.7474	74.74%
P-glycoprotein substrate	+	0.6172	61.72%
CYP3A4 substrate	+	0.7459	74.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	-	0.9265	92.65%
CYP2C9 inhibition	-	0.9261	92.61%
CYP2C19 inhibition	-	0.9124	91.24%
CYP2D6 inhibition	-	0.9583	95.83%
CYP1A2 inhibition	-	0.9264	92.64%
CYP2C8 inhibition	+	0.6477	64.77%
CYP inhibitory promiscuity	-	0.9693	96.93%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6417	64.17%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9090	90.90%
Skin irritation	-	0.6168	61.68%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.7178	71.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.6673	66.73%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6947	69.47%
skin sensitisation	-	0.9422	94.22%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8803	88.03%
Acute Oral Toxicity (c)	I	0.7641	76.41%
Estrogen receptor binding	+	0.7906	79.06%
Androgen receptor binding	+	0.6467	64.67%
Thyroid receptor binding	-	0.5799	57.99%
Glucocorticoid receptor binding	+	0.6874	68.74%
Aromatase binding	+	0.6595	65.95%
PPAR gamma	+	0.7588	75.88%
Honey bee toxicity	-	0.5945	59.45%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8173	81.73%

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	98.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.06%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.28%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.91%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.72%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.46%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.83%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.71%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.63%	86.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.62%	92.86%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	89.39%	92.78%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.66%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.47%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.82%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.20%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.68%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.56%	90.17%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.54%	92.88%
CHEMBL1871	P10275	Androgen Receptor	83.14%	96.43%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.06%	95.36%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.04%	97.33%
CHEMBL5255	O00206	Toll-like receptor 4	83.01%	92.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.96%	90.71%
CHEMBL226	P30542	Adenosine A1 receptor	82.04%	95.93%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.87%	93.04%
CHEMBL4302	P08183	P-glycoprotein 1	80.24%	92.98%

Plants that contains it

• Solanum torvum

Cross-Links

• PubChem: 70697829
• NPASS: NPC276017
• LOTUS: LTS0159079
• wikiData: Q27134803