Thelenotoside B

Details

• Internal ID: 23a706f9-3dca-4afb-8710-4bebf5871b93
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [1-[16-[3-[5-[4-[3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2,6,13,17,17-pentamethyl-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-6-yl]-4-methylpentan-2-yl] acetate
• InChI: InChI=1S/C55H88O23/c1-24(2)18-26(71-25(3)58)19-54(8)34-13-16-53(7)28-10-11-33-51(4,5)35(14-15-52(33,6)27(28)12-17-55(34,53)50(67)78-54)74-49-45(36(61)29(59)22-70-49)77-47-39(64)38(63)43(32(21-57)73-47)76-46-40(65)42(30(60)23-69-46)75-48-41(66)44(68-9)37(62)31(20-56)72-48/h10,24,26-27,29-49,56-57,59-66H,11-23H2,1-9H3
• InChI Key: RBADDKIIVLROHL-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₈₈O₂₃
• Molecular Weight: 1117.30 g/mol
• Exact Mass: 1116.57163905 g/mol
• Topological Polar Surface Area (TPSA): 338.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.15
• H-Bond Acceptor: 23
• H-Bond Donor: 10
• Rotatable Bonds: 16

Synonyms

• Thelenotoside B
• [1-[16-[3-[5-[4-[3,5-Dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2,6,13,17,17-pentamethyl-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-6-yl]-4-methylpentan-2-yl] acetate
• Lanost-7-en-18-oic acid, 23-(acetyloxy)-20-hydroxy-3-((O-3-O-methyl-beta-D-glucopyranosyl-(1-3)-O-beta-D-xylopyranosyl-(1-4)-O-beta-D-glucopyranosyl-(1-2)-beta-D-xylopyranosyl)oxy)-, gamma-lactone, (3beta,23S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8368	83.68%
Caco-2	-	0.8728	87.28%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8494	84.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8017	80.17%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9306	93.06%
P-glycoprotein inhibitior	+	0.7460	74.60%
P-glycoprotein substrate	+	0.6957	69.57%
CYP3A4 substrate	+	0.7507	75.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8868	88.68%
CYP3A4 inhibition	-	0.8339	83.39%
CYP2C9 inhibition	-	0.8434	84.34%
CYP2C19 inhibition	-	0.9102	91.02%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.9134	91.34%
CYP2C8 inhibition	+	0.7547	75.47%
CYP inhibitory promiscuity	-	0.9550	95.50%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4615	46.15%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9000	90.00%
Skin irritation	-	0.5541	55.41%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.5670	56.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7679	76.79%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6467	64.67%
skin sensitisation	-	0.9023	90.23%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6538	65.38%
Acute Oral Toxicity (c)	III	0.5521	55.21%
Estrogen receptor binding	+	0.7881	78.81%
Androgen receptor binding	+	0.7608	76.08%
Thyroid receptor binding	+	0.6040	60.40%
Glucocorticoid receptor binding	+	0.7776	77.76%
Aromatase binding	+	0.6537	65.37%
PPAR gamma	+	0.8236	82.36%
Honey bee toxicity	-	0.6132	61.32%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9433	94.33%

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	98.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.06%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.65%	97.25%
CHEMBL2581	P07339	Cathepsin D	97.63%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	95.65%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.77%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.68%	96.77%
CHEMBL332	P03956	Matrix metalloproteinase-1	90.41%	94.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.25%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	88.18%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.80%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.71%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.28%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.65%	90.08%
CHEMBL221	P23219	Cyclooxygenase-1	86.59%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.55%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.75%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.49%	92.62%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.21%	97.28%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.50%	97.36%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.87%	94.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.65%	96.61%
CHEMBL5028	O14672	ADAM10	83.30%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.09%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.24%	100.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.88%	89.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.77%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.57%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.48%	91.07%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 156083
• LOTUS: LTS0207333
• wikiData: Q104397265