bis[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (3S,4R,4aR,6aR,6bS,8aR,12S,12aS,14aR,14bR)-3,12-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate

Details

• Internal ID: d4aa450f-699a-49e7-9884-4bdfc0693481
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: bis[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (3S,4R,4aR,6aR,6bS,8aR,12S,12aS,14aR,14bR)-3,12-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C(=O)OC6C(C(C(C(O6)CO)O)O)O)O)C)C)C2C1O)C)C(=O)OC7C(C(C(C(O7)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)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O
• InChI: InChI=1S/C42H66O16/c1-37(2)13-15-42(36(54)58-34-31(51)29(49)27(47)21(18-44)56-34)16-14-39(4)19(25(42)32(37)52)7-8-22-38(3)11-10-24(45)41(6,23(38)9-12-40(22,39)5)35(53)57-33-30(50)28(48)26(46)20(17-43)55-33/h7,20-34,43-52H,8-18H2,1-6H3/t20-,21-,22-,23-,24+,25-,26-,27-,28+,29+,30-,31-,32+,33+,34+,38-,39-,40-,41-,42+/m1/s1
• InChI Key: FGRWEZVXRDXOJO-WHTGXHGXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₆O₁₆
• Molecular Weight: 827.00 g/mol
• Exact Mass: 826.43508601 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): -0.21
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8838	88.38%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8509	85.09%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.6447	64.47%
P-glycoprotein inhibitior	+	0.7480	74.80%
P-glycoprotein substrate	-	0.7728	77.28%
CYP3A4 substrate	+	0.7041	70.41%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8436	84.36%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.5909	59.09%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9082	90.82%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7271	72.71%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7224	72.24%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7743	77.43%
Androgen receptor binding	+	0.7399	73.99%
Thyroid receptor binding	-	0.5797	57.97%
Glucocorticoid receptor binding	+	0.6561	65.61%
Aromatase binding	+	0.6324	63.24%
PPAR gamma	+	0.7559	75.59%
Honey bee toxicity	-	0.7666	76.66%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6550	65.50%
Fish aquatic toxicity	+	0.9585	95.85%

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	98.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.14%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.71%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.32%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.00%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.92%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.80%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.54%	96.21%
CHEMBL237	P41145	Kappa opioid receptor	85.17%	98.10%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.17%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.08%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.48%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	81.40%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.75%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.45%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.00%	89.00%

Plants that contains it

• Mussaenda pubescens

Cross-Links

• PubChem: 101992968
• LOTUS: LTS0243388
• wikiData: Q104995047