(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aR,12S,12aS,14aR,14bR)-12-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: fc06c992-01b7-48b8-8bdc-b13093a6fb02
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aR,12S,12aS,14aR,14bR)-12-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)C2C1O)C)C(=O)OC8C(C(C(C(O8)CO)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4[C@@H](C(CC5)(C)C)O)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O
• InChI: InChI=1S/C48H76O20/c1-43(2)14-16-48(42(62)68-40-34(58)30(54)28(52)22(19-50)64-40)17-15-46(6)20(26(48)37(43)59)8-9-24-45(5)12-11-25(44(3,4)23(45)10-13-47(24,46)7)65-41-36(32(56)31(55)35(66-41)38(60)61)67-39-33(57)29(53)27(51)21(18-49)63-39/h8,21-37,39-41,49-59H,9-19H2,1-7H3,(H,60,61)/t21-,22-,23+,24-,25+,26-,27+,28-,29+,30+,31+,32+,33-,34-,35+,36-,37+,39+,40+,41-,45+,46-,47-,48+/m1/s1
• InChI Key: YWRJCOBEOLLKHX-BILBEKBYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₂₀
• Molecular Weight: 973.10 g/mol
• Exact Mass: 972.49299481 g/mol
• Topological Polar Surface Area (TPSA): 332.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): -0.80
• H-Bond Acceptor: 19
• H-Bond Donor: 12
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7181	71.81%
Caco-2	-	0.8899	88.99%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8914	89.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7626	76.26%
OATP1B3 inhibitior	-	0.5187	51.87%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5974	59.74%
BSEP inhibitior	+	0.6620	66.20%
P-glycoprotein inhibitior	+	0.7506	75.06%
P-glycoprotein substrate	-	0.7974	79.74%
CYP3A4 substrate	+	0.7219	72.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.9061	90.61%
CYP2C9 inhibition	-	0.8653	86.53%
CYP2C19 inhibition	-	0.9130	91.30%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.8749	87.49%
CYP2C8 inhibition	+	0.7535	75.35%
CYP inhibitory promiscuity	-	0.9549	95.49%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6115	61.15%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9035	90.35%
Skin irritation	-	0.6295	62.95%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6922	69.22%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.9028	90.28%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8578	85.78%
Acute Oral Toxicity (c)	III	0.7689	76.89%
Estrogen receptor binding	+	0.7831	78.31%
Androgen receptor binding	+	0.7440	74.40%
Thyroid receptor binding	-	0.5730	57.30%
Glucocorticoid receptor binding	+	0.7445	74.45%
Aromatase binding	+	0.6165	61.65%
PPAR gamma	+	0.8055	80.55%
Honey bee toxicity	-	0.6823	68.23%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.9722	97.22%

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	97.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.19%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.82%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.61%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.77%	97.36%
CHEMBL5255	O00206	Toll-like receptor 4	86.36%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.17%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.93%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.14%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.05%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.04%	94.45%
CHEMBL237	P41145	Kappa opioid receptor	83.25%	98.10%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.04%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.34%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.04%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.90%	95.89%
CHEMBL5028	O14672	ADAM10	81.70%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.38%	89.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.33%	94.33%

Plants that contains it

• Ilex rotunda

Cross-Links

• PubChem: 101641963
• LOTUS: LTS0194700
• wikiData: Q105367098