dimethyl (3S,4S,4aR,6aR,6bS,8aS,11R,12R,12aS,14aR,14bR)-12-hydroxy-4,6a,6b,11,12,14b-hexamethyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,11,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate

Details

• Internal ID: c3b21a5f-5483-4c5f-9f08-46de860bf33a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: dimethyl (3S,4S,4aR,6aR,6bS,8aS,11R,12R,12aS,14aR,14bR)-12-hydroxy-4,6a,6b,11,12,14b-hexamethyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,11,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate
• InChI: InChI=1S/C37H58O10/c1-20-11-16-37(31(42)45-8)18-17-33(3)21(28(37)36(20,6)43)9-10-23-32(2)14-13-25(47-29-27(40)26(39)22(38)19-46-29)35(5,30(41)44-7)24(32)12-15-34(23,33)4/h9,20,22-29,38-40,43H,10-19H2,1-8H3/t20-,22-,23-,24-,25+,26+,27-,28-,29+,32-,33-,34-,35+,36-,37+/m1/s1
• InChI Key: SCAVQRMMNXCDRU-UBRRNTBHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₈O₁₀
• Molecular Weight: 662.80 g/mol
• Exact Mass: 662.40299804 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.91
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8607	86.07%
Caco-2	-	0.8289	82.89%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8233	82.33%
OATP2B1 inhibitior	-	0.7262	72.62%
OATP1B1 inhibitior	+	0.8391	83.91%
OATP1B3 inhibitior	+	0.9116	91.16%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6564	65.64%
BSEP inhibitior	+	0.6613	66.13%
P-glycoprotein inhibitior	+	0.7782	77.82%
P-glycoprotein substrate	-	0.5749	57.49%
CYP3A4 substrate	+	0.7253	72.53%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.8663	86.63%
CYP3A4 inhibition	-	0.8681	86.81%
CYP2C9 inhibition	-	0.9059	90.59%
CYP2C19 inhibition	-	0.9064	90.64%
CYP2D6 inhibition	-	0.9412	94.12%
CYP1A2 inhibition	-	0.8011	80.11%
CYP2C8 inhibition	+	0.6220	62.20%
CYP inhibitory promiscuity	-	0.9782	97.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6676	66.76%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9192	91.92%
Skin irritation	-	0.5376	53.76%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.6124	61.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.3618	36.18%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6551	65.51%
skin sensitisation	-	0.8961	89.61%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7985	79.85%
Acute Oral Toxicity (c)	III	0.4510	45.10%
Estrogen receptor binding	+	0.6277	62.77%
Androgen receptor binding	+	0.7357	73.57%
Thyroid receptor binding	-	0.5643	56.43%
Glucocorticoid receptor binding	+	0.7052	70.52%
Aromatase binding	+	0.6657	66.57%
PPAR gamma	+	0.6778	67.78%
Honey bee toxicity	-	0.7418	74.18%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9570	95.70%

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	96.81%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.90%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.48%	96.77%
CHEMBL2581	P07339	Cathepsin D	91.99%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.20%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.67%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	85.17%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.16%	97.09%
CHEMBL1871	P10275	Androgen Receptor	84.85%	96.43%
CHEMBL5028	O14672	ADAM10	83.95%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.68%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	83.17%	92.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.15%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.04%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.98%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.94%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.25%	90.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.82%	97.14%

Plants that contains it

• Blumea lacera

Cross-Links

• PubChem: 10009585
• LOTUS: LTS0004575
• wikiData: Q105249965