(1R,3R,5R,6S,7S,8S,10S,11S,13R,14R)-13-[[(3S,4R,4aR,6aR,6bS,8S,8aR,9R,10R,12aS,14aR,14bR)-8,9-dihydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(2S)-2-methylbutanoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-6,7,8,14-tetrahydroxy-5-(hydroxymethyl)-2,4,9,12-tetraoxatricyclo[8.4.0.03,8]tetradecane-11-carboxylic acid

Details

• Internal ID: 07e31fb7-f1ba-420e-be61-9f34cdd1b84a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,3R,5R,6S,7S,8S,10S,11S,13R,14R)-13-[[(3S,4R,4aR,6aR,6bS,8S,8aR,9R,10R,12aS,14aR,14bR)-8,9-dihydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(2S)-2-methylbutanoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-6,7,8,14-tetrahydroxy-5-(hydroxymethyl)-2,4,9,12-tetraoxatricyclo[8.4.0.03,8]tetradecane-11-carboxylic acid
• SMILES (Canonical): CCC(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)CO)OC6C(C7C(C(O6)C(=O)O)OC8(C(C(C(OC8O7)CO)O)O)O)O)C)CO)O
• SMILES (Isomeric): CC[C@H](C)C(=O)O[C@H]1[C@@H]([C@@]2([C@H](C[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H]([C@@]5(C)CO)O[C@H]6[C@@H]([C@@H]7[C@@H]([C@H](O6)C(=O)O)O[C@]8([C@H]([C@@H]([C@H](O[C@@H]8O7)CO)O)O)O)O)C)C)[C@@H]2CC1(C)C)C)O)CO)O
• InChI: InChI=1S/C47H74O18/c1-9-21(2)38(58)64-36-35(55)46(20-50)23(16-41(36,3)4)22-10-11-26-42(5)14-13-28(43(6,19-49)25(42)12-15-44(26,7)45(22,8)17-27(46)51)61-39-30(53)31-32(33(62-39)37(56)57)65-47(59)34(54)29(52)24(18-48)60-40(47)63-31/h10,21,23-36,39-40,48-55,59H,9,11-20H2,1-8H3,(H,56,57)/t21-,23-,24+,25+,26+,27-,28-,29+,30+,31+,32-,33-,34-,35-,36-,39+,40+,42-,43-,44+,45+,46-,47-/m0/s1
• InChI Key: GIQOEGCLJOYESY-TXNFWHRZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₄O₁₈
• Molecular Weight: 927.10 g/mol
• Exact Mass: 926.48751551 g/mol
• Topological Polar Surface Area (TPSA): 292.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 0.73
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8539	85.39%
Caco-2	-	0.8802	88.02%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8575	85.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8093	80.93%
OATP1B3 inhibitior	-	0.3799	37.99%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6026	60.26%
BSEP inhibitior	+	0.8177	81.77%
P-glycoprotein inhibitior	+	0.7542	75.42%
P-glycoprotein substrate	+	0.6487	64.87%
CYP3A4 substrate	+	0.7361	73.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8831	88.31%
CYP3A4 inhibition	-	0.6349	63.49%
CYP2C9 inhibition	-	0.8494	84.94%
CYP2C19 inhibition	-	0.8968	89.68%
CYP2D6 inhibition	-	0.9384	93.84%
CYP1A2 inhibition	-	0.9102	91.02%
CYP2C8 inhibition	+	0.7879	78.79%
CYP inhibitory promiscuity	-	0.9556	95.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5892	58.92%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9041	90.41%
Skin irritation	-	0.5592	55.92%
Skin corrosion	-	0.9422	94.22%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6973	69.73%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6853	68.53%
skin sensitisation	-	0.9039	90.39%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.5871	58.71%
Acute Oral Toxicity (c)	III	0.7630	76.30%
Estrogen receptor binding	+	0.7936	79.36%
Androgen receptor binding	+	0.7582	75.82%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7630	76.30%
Aromatase binding	+	0.6306	63.06%
PPAR gamma	+	0.8020	80.20%
Honey bee toxicity	-	0.6640	66.40%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9719	97.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.04%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.62%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.28%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.06%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.67%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.74%	96.61%
CHEMBL2581	P07339	Cathepsin D	90.85%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.27%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.07%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.01%	95.89%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.79%	94.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.88%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.70%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.65%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.95%	93.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.94%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.84%	89.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.54%	94.08%
CHEMBL5028	O14672	ADAM10	84.40%	97.50%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	82.14%	91.65%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	81.68%	95.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.62%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.49%	93.56%
CHEMBL4302	P08183	P-glycoprotein 1	81.42%	92.98%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.21%	95.71%
CHEMBL5255	O00206	Toll-like receptor 4	80.89%	92.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.65%	97.36%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.16%	100.00%

Plants that contains it

• Gymnema sylvestre

Cross-Links

• PubChem: 163055662
• LOTUS: LTS0016737
• wikiData: Q105009147