methyl (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-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: 78da7e53-8458-4018-8fd5-50afcf2ad755
• 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)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-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): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CCC7(C6CC(CC7)(C)C)C(=O)OC)C)C)C)O)O)O)OC8C(C(C(C(O8)CO)OC9C(C(C(C(O9)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](C3(C)C)CC[C@@]5([C@@H]4CC=C6[C@]5(CC[C@@]7([C@H]6CC(CC7)(C)C)C(=O)OC)C)C)C)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O
• InChI: InChI=1S/C54H88O21/c1-24-33(58)42(74-45-39(64)37(62)41(29(22-56)71-45)73-44-38(63)36(61)35(60)28(21-55)70-44)40(65)46(69-24)75-43-34(59)27(57)23-68-47(43)72-32-13-14-51(6)30(50(32,4)5)12-15-53(8)31(51)11-10-25-26-20-49(2,3)16-18-54(26,48(66)67-9)19-17-52(25,53)7/h10,24,26-47,55-65H,11-23H2,1-9H3/t24-,26-,27-,28+,29+,30-,31+,32-,33-,34-,35+,36-,37+,38+,39+,40+,41+,42+,43+,44-,45-,46-,47-,51-,52+,53+,54-/m0/s1
• InChI Key: DFDNXBAKTBKOJE-OQYFAZLGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₈O₂₁
• Molecular Weight: 1073.30 g/mol
• Exact Mass: 1072.58180981 g/mol
• Topological Polar Surface Area (TPSA): 323.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.29
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 11

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	-	0.8758	87.58%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8363	83.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7285	72.85%
OATP1B3 inhibitior	-	0.4203	42.03%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8676	86.76%
P-glycoprotein inhibitior	+	0.7473	74.73%
P-glycoprotein substrate	-	0.6951	69.51%
CYP3A4 substrate	+	0.7352	73.52%
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	+	0.7104	71.04%
CYP inhibitory promiscuity	-	0.9714	97.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6190	61.90%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9012	90.12%
Skin irritation	-	0.6475	64.75%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7549	75.49%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.9625	96.25%
skin sensitisation	-	0.8860	88.60%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.9445	94.45%
Acute Oral Toxicity (c)	III	0.7315	73.15%
Estrogen receptor binding	+	0.8016	80.16%
Androgen receptor binding	+	0.7376	73.76%
Thyroid receptor binding	+	0.5628	56.28%
Glucocorticoid receptor binding	+	0.7643	76.43%
Aromatase binding	+	0.6535	65.35%
PPAR gamma	+	0.8165	81.65%
Honey bee toxicity	-	0.6448	64.48%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
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	99.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.08%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.97%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.07%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.51%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.03%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.35%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.12%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.07%	94.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.29%	96.77%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.57%	95.50%
CHEMBL5028	O14672	ADAM10	84.37%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	84.35%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.22%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.48%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.87%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.88%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	81.70%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.85%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.69%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	80.62%	92.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.53%	86.92%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.05%	91.24%

Plants that contains it

• Pulsatilla chinensis

Cross-Links

• PubChem: 10629958
• LOTUS: LTS0074432
• wikiData: Q104977774