(2R,4aR,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-2,9-bis(hydroxymethyl)-10-[(2S,3R,4S,5S)-5-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

Details

• Internal ID: 2604b171-5b9f-4c44-b480-0f7c7c914b9c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,4aR,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-2,9-bis(hydroxymethyl)-10-[(2S,3R,4S,5S)-5-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)CO)CCC5(C4CC=C6C5(CCC7(C6CC(CC7)(C)CO)C(=O)O)C)C)C)O)OC8C(C(C(C(O8)CO)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H](CO[C@H]2O[C@H]3CC[C@]4([C@H]([C@]3(C)CO)CC[C@@]5([C@@H]4CC=C6[C@]5(CC[C@@]7([C@H]6C[C@](CC7)(C)CO)C(=O)O)C)C)C)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O
• InChI: InChI=1S/C47H76O18/c1-22-30(52)32(54)34(56)38(61-22)65-37-36(64-39-35(57)33(55)31(53)26(18-48)62-39)25(51)19-60-40(37)63-29-10-11-43(3)27(44(29,4)21-50)9-12-46(6)28(43)8-7-23-24-17-42(2,20-49)13-15-47(24,41(58)59)16-14-45(23,46)5/h7,22,24-40,48-57H,8-21H2,1-6H3,(H,58,59)/t22-,24-,25-,26+,27+,28+,29-,30-,31+,32+,33-,34+,35+,36-,37+,38-,39-,40-,42+,43-,44-,45+,46+,47-/m0/s1
• InChI Key: USPSCVBVWQFPIJ-KDJPLYFJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₆O₁₈
• Molecular Weight: 929.10 g/mol
• Exact Mass: 928.50316557 g/mol
• Topological Polar Surface Area (TPSA): 295.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.32
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7336	73.36%
Caco-2	-	0.8876	88.76%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8246	82.46%
OATP2B1 inhibitior	-	0.8782	87.82%
OATP1B1 inhibitior	+	0.8310	83.10%
OATP1B3 inhibitior	-	0.4366	43.66%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.6650	66.50%
P-glycoprotein inhibitior	+	0.7491	74.91%
P-glycoprotein substrate	-	0.5724	57.24%
CYP3A4 substrate	+	0.7303	73.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.9357	93.57%
CYP2C9 inhibition	-	0.9347	93.47%
CYP2C19 inhibition	-	0.9271	92.71%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	+	0.7079	70.79%
CYP inhibitory promiscuity	-	0.9709	97.09%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6290	62.90%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9069	90.69%
Skin irritation	-	0.5531	55.31%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6958	69.58%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.9157	91.57%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.5869	58.69%
Acute Oral Toxicity (c)	III	0.6947	69.47%
Estrogen receptor binding	+	0.7794	77.94%
Androgen receptor binding	+	0.7350	73.50%
Thyroid receptor binding	-	0.6149	61.49%
Glucocorticoid receptor binding	+	0.6509	65.09%
Aromatase binding	+	0.6355	63.55%
PPAR gamma	+	0.7536	75.36%
Honey bee toxicity	-	0.6987	69.87%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9206	92.06%

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	95.60%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.25%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.85%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.68%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.70%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.57%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.63%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.01%	95.17%
CHEMBL5028	O14672	ADAM10	83.85%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.24%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	81.46%	92.50%
CHEMBL2581	P07339	Cathepsin D	80.84%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.15%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.14%	95.50%

Plants that contains it

• Akebia quinata

Cross-Links

• PubChem: 23651735
• LOTUS: LTS0226556
• wikiData: Q105278411