Transsylvanoside B

Details

• Internal ID: 1bc2290c-e8aa-4b6e-95ad-47569464307d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4R,5R)-5-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• InChI: InChI=1S/C53H86O22/c1-23-41(74-46-42(36(61)33(58)27(20-55)71-46)75-45-39(64)35(60)32(57)26(19-54)70-45)37(62)40(65)44(69-23)72-28-21-68-43(38(63)34(28)59)73-31-11-12-49(4)29(50(31,5)22-56)10-13-52(7)30(49)9-8-24-25-18-48(2,3)14-16-53(25,47(66)67)17-15-51(24,52)6/h8,23,25-46,54-65H,9-22H2,1-7H3,(H,66,67)/t23-,25-,26+,27+,28+,29+,30+,31-,32+,33+,34-,35-,36-,37-,38+,39+,40+,41-,42+,43-,44-,45-,46-,49-,50-,51+,52+,53-/m0/s1
• InChI Key: NGAGFMFFVYLRPZ-BTCOKJEUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₆O₂₂
• Molecular Weight: 1075.20 g/mol
• Exact Mass: 1074.56107437 g/mol
• Topological Polar Surface Area (TPSA): 354.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.83
• H-Bond Acceptor: 21
• H-Bond Donor: 13
• Rotatable Bonds: 12

Synonyms

• 159407-52-0
• 3-O-(Glucopyranosyl-1-2-xylopyranosyl-1-4-rhamnopyranosyl-1-4-xylopyranosyl)-3,23-dihydroxy-delta(12)-oleanen-28-carboxylic acid
• RefChem:190683
• Olean-12-en-28-oic acid, 3-0((O-beta-D-glucopyranosyl-(1-2)-O-beta-D-xylopyranosyl-(1-4)-O-6-deoxy-alpha-L-mannopyranosyl-(1-4)-beta-D-xylopyranosyl)oxy)-23-hydroxy-, (3beta,4alpha)
• (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-((2S,3R,4R,5R)-5-((2S,3R,4S,5R,6S)-5-((2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyoxan-2-yl)oxy-3,4-dihydroxy-6-methyloxan-2-yl)oxy-3,4-dihydroxyoxan-2-yl)oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• Olean-12-en-28-oic acid, 3-((O-beta-D-glucopyranosyl-(1->2)-O-beta-D-xylopyranosyl-(1->4)-O-6-deoxy-alpha-L-mannopyranosyl-(1->4)-beta-D-xylopyranosyl)oxy)-23-hydroxy-, (3beta,4alpha)-
• Olean-12-en-28-oic acid, 3-[(O-.beta.-D-glucopyranosyl-(1.fwdarw.2)-O-.beta.-D-xylopyranosyl-(1.fwdarw.4)-O-6-deoxy-.alpha.-L-mannopyranosyl-(1.fwdarw.4)-.beta.-D-xylopyranosyl)oxy]-23-hydroxy-, (3.beta.,4.alpha.)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7499	74.99%
Caco-2	-	0.8762	87.62%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8758	87.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7862	78.62%
OATP1B3 inhibitior	-	0.5977	59.77%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5776	57.76%
BSEP inhibitior	+	0.9258	92.58%
P-glycoprotein inhibitior	+	0.7442	74.42%
P-glycoprotein substrate	-	0.6040	60.40%
CYP3A4 substrate	+	0.7329	73.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.9589	95.89%
CYP2C9 inhibition	-	0.8763	87.63%
CYP2C19 inhibition	-	0.9003	90.03%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.8671	86.71%
CYP2C8 inhibition	+	0.7276	72.76%
CYP inhibitory promiscuity	-	0.9423	94.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6313	63.13%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9017	90.17%
Skin irritation	-	0.6520	65.20%
Skin corrosion	-	0.9500	95.00%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8024	80.24%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.8940	89.40%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.7302	73.02%
Acute Oral Toxicity (c)	III	0.7822	78.22%
Estrogen receptor binding	+	0.8279	82.79%
Androgen receptor binding	+	0.7404	74.04%
Thyroid receptor binding	+	0.5431	54.31%
Glucocorticoid receptor binding	+	0.7315	73.15%
Aromatase binding	+	0.6501	65.01%
PPAR gamma	+	0.8154	81.54%
Honey bee toxicity	-	0.6720	67.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.9603	96.03%

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	97.55%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.19%	95.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.98%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.87%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.29%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.30%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.86%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	87.30%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.17%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.29%	99.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.63%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.44%	96.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.09%	95.50%
CHEMBL2581	P07339	Cathepsin D	82.54%	98.95%
CHEMBL5028	O14672	ADAM10	82.43%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.32%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.02%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.69%	100.00%

Plants that contains it

• Cephalaria transsylvanica

Cross-Links

• PubChem: 73130
• LOTUS: LTS0236482
• wikiData: Q104666945