[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,4aR,6aR,6aS,6bR,8aR,10R,11R,12aS,14bS)-1,10,11-trihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-4a-carboxylate

Details

• Internal ID: 6f11c1cd-5e4a-4b37-a86b-3e995c362304
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,4aR,6aR,6aS,6bR,8aR,10R,11R,12aS,14bS)-1,10,11-trihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-4a-carboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CC(=O)C4C3(CCC5C4(CC(C(C5(C)C)O)O)C)C)C2C1O)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@@]([C@H]1C(=O)C=C4[C@]2(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@H]([C@@H](C3(C)C)O)O)C
• InChI: InChI=1S/C36H56O11/c1-31(2)10-12-36(30(45)47-29-25(42)24(41)23(40)20(16-37)46-29)13-11-34(6)17(22(36)28(31)44)14-18(38)26-33(5)15-19(39)27(43)32(3,4)21(33)8-9-35(26,34)7/h14,19-29,37,39-44H,8-13,15-16H2,1-7H3/t19-,20-,21+,22-,23-,24+,25-,26-,27+,28+,29+,33+,34-,35-,36+/m1/s1
• InChI Key: QRBQBRULJDJSSP-XTPLGFNASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₆O₁₁
• Molecular Weight: 664.80 g/mol
• Exact Mass: 664.38226260 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 3

Synonyms

• 72547-74-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8588	85.88%
Caco-2	-	0.8332	83.32%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8773	87.73%
OATP2B1 inhibitior	-	0.8630	86.30%
OATP1B1 inhibitior	+	0.6957	69.57%
OATP1B3 inhibitior	-	0.3629	36.29%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5068	50.68%
BSEP inhibitior	-	0.4705	47.05%
P-glycoprotein inhibitior	+	0.7059	70.59%
P-glycoprotein substrate	-	0.7421	74.21%
CYP3A4 substrate	+	0.7121	71.21%
CYP2C9 substrate	-	0.7960	79.60%
CYP2D6 substrate	-	0.8864	88.64%
CYP3A4 inhibition	-	0.6752	67.52%
CYP2C9 inhibition	-	0.8118	81.18%
CYP2C19 inhibition	-	0.8976	89.76%
CYP2D6 inhibition	-	0.9425	94.25%
CYP1A2 inhibition	-	0.8037	80.37%
CYP2C8 inhibition	+	0.5913	59.13%
CYP inhibitory promiscuity	-	0.9493	94.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7045	70.45%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9153	91.53%
Skin irritation	-	0.5374	53.74%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6695	66.95%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9024	90.24%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.4618	46.18%
Acute Oral Toxicity (c)	III	0.7925	79.25%
Estrogen receptor binding	+	0.6713	67.13%
Androgen receptor binding	+	0.7486	74.86%
Thyroid receptor binding	-	0.5355	53.55%
Glucocorticoid receptor binding	+	0.7176	71.76%
Aromatase binding	+	0.6471	64.71%
PPAR gamma	+	0.6555	65.55%
Honey bee toxicity	-	0.7502	75.02%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6550	65.50%
Fish aquatic toxicity	+	0.9722	97.22%

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	99.18%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.68%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.58%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.07%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	92.30%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.58%	95.56%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	91.08%	94.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.33%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.74%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.57%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.14%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.58%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.57%	94.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.54%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.01%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.92%	91.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.40%	95.50%

Plants that contains it

• Terminalia chebula

Cross-Links

• PubChem: 102117122
• NPASS: NPC45210