methyl (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-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,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 26698b31-b1fc-4df4-87ae-de4bb8789f35
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: methyl (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-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,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(CO6)O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(CO8)O)O)O)C)C)C2C1)C)C(=O)OC)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]4CC(CC5)(C)C)C(=O)OC)C)C)(C)C)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O
• InChI: InChI=1S/C47H76O16/c1-42(2)15-17-47(41(56)57-8)18-16-45(6)23(24(47)19-42)9-10-29-44(5)13-12-30(43(3,4)28(44)11-14-46(29,45)7)61-40-37(63-38-34(54)31(51)25(49)21-58-38)36(26(50)22-59-40)62-39-35(55)33(53)32(52)27(20-48)60-39/h9,24-40,48-55H,10-22H2,1-8H3/t24-,25+,26-,27+,28-,29+,30-,31-,32+,33-,34+,35+,36-,37+,38-,39-,40-,44-,45+,46+,47-/m0/s1
• InChI Key: YBOFYJOASFZRBC-RJTSNVQHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₆O₁₆
• Molecular Weight: 897.10 g/mol
• Exact Mass: 896.51333633 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7768	77.68%
Caco-2	-	0.8845	88.45%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8363	83.63%
OATP2B1 inhibitior	-	0.8792	87.92%
OATP1B1 inhibitior	+	0.7076	70.76%
OATP1B3 inhibitior	-	0.4203	42.03%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.5696	56.96%
P-glycoprotein inhibitior	+	0.7586	75.86%
P-glycoprotein substrate	-	0.8166	81.66%
CYP3A4 substrate	+	0.7298	72.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8591	85.91%
CYP3A4 inhibition	-	0.9376	93.76%
CYP2C9 inhibition	-	0.8801	88.01%
CYP2C19 inhibition	-	0.8916	89.16%
CYP2D6 inhibition	-	0.9410	94.10%
CYP1A2 inhibition	-	0.8965	89.65%
CYP2C8 inhibition	+	0.6461	64.61%
CYP inhibitory promiscuity	-	0.9714	97.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6190	61.90%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9068	90.68%
Skin irritation	-	0.6475	64.75%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6764	67.64%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.9750	97.50%
skin sensitisation	-	0.8860	88.60%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.7762	77.62%
Acute Oral Toxicity (c)	III	0.7315	73.15%
Estrogen receptor binding	+	0.7849	78.49%
Androgen receptor binding	+	0.7329	73.29%
Thyroid receptor binding	-	0.6204	62.04%
Glucocorticoid receptor binding	+	0.6475	64.75%
Aromatase binding	+	0.6435	64.35%
PPAR gamma	+	0.7457	74.57%
Honey bee toxicity	-	0.6818	68.18%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8930	89.30%

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	98.53%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.31%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.88%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.05%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.17%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.87%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.88%	94.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.18%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	85.20%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.59%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.92%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.61%	99.17%
CHEMBL5028	O14672	ADAM10	83.37%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.76%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.33%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	81.23%	91.19%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.04%	91.24%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.30%	92.62%

Plants that contains it

• Aralia elata

Cross-Links

• PubChem: 10350747
• LOTUS: LTS0189489
• wikiData: Q105345947