2-[(2R,4aS,5R,6S,8aS)-2-[(1R)-2-[2-[(2R,4aS,5R,6S,8aS)-6-(2-carboxypropan-2-yl)-2-ethenyl-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydrochromen-5-yl]acetyl]oxy-1-hydroxyethyl]-5-(carboxymethyl)-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydrochromen-6-yl]-2-methylpropanoic acid

Details

• Internal ID: d1a09448-b40c-4949-b904-bfa2f7d388fd
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: 2-[(2R,4aS,5R,6S,8aS)-2-[(1R)-2-[2-[(2R,4aS,5R,6S,8aS)-6-(2-carboxypropan-2-yl)-2-ethenyl-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydrochromen-5-yl]acetyl]oxy-1-hydroxyethyl]-5-(carboxymethyl)-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydrochromen-6-yl]-2-methylpropanoic acid
• InChI: InChI=1S/C40H64O11/c1-12-35(6)17-13-26-37(8,25(34(4,5)32(47)48)14-18-38(26,9)50-35)22-30(44)49-23-28(41)40(11)20-16-27-36(7,21-29(42)43)24(33(2,3)31(45)46)15-19-39(27,10)51-40/h12,24-28,41H,1,13-23H2,2-11H3,(H,42,43)(H,45,46)(H,47,48)/t24-,25-,26+,27+,28-,35+,36-,37-,38+,39+,40-/m1/s1
• InChI Key: UJSMZYAHJLWZEJ-DKHGQOJWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₄O₁₁
• Molecular Weight: 720.90 g/mol
• Exact Mass: 720.44486285 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 6.88
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9009	90.09%
Caco-2	-	0.8285	82.85%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8349	83.49%
OATP2B1 inhibitior	-	0.5718	57.18%
OATP1B1 inhibitior	+	0.8570	85.70%
OATP1B3 inhibitior	+	0.8412	84.12%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6864	68.64%
BSEP inhibitior	+	0.8823	88.23%
P-glycoprotein inhibitior	+	0.7637	76.37%
P-glycoprotein substrate	-	0.6871	68.71%
CYP3A4 substrate	+	0.6827	68.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8642	86.42%
CYP3A4 inhibition	+	0.5351	53.51%
CYP2C9 inhibition	-	0.7930	79.30%
CYP2C19 inhibition	-	0.8366	83.66%
CYP2D6 inhibition	-	0.9586	95.86%
CYP1A2 inhibition	-	0.8360	83.60%
CYP2C8 inhibition	+	0.4543	45.43%
CYP inhibitory promiscuity	-	0.9290	92.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6925	69.25%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9074	90.74%
Skin irritation	-	0.6550	65.50%
Skin corrosion	-	0.9518	95.18%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4239	42.39%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6159	61.59%
skin sensitisation	-	0.8546	85.46%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6497	64.97%
Acute Oral Toxicity (c)	III	0.6150	61.50%
Estrogen receptor binding	+	0.6635	66.35%
Androgen receptor binding	+	0.6534	65.34%
Thyroid receptor binding	+	0.5535	55.35%
Glucocorticoid receptor binding	+	0.6861	68.61%
Aromatase binding	+	0.6804	68.04%
PPAR gamma	+	0.6614	66.14%
Honey bee toxicity	-	0.6973	69.73%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9895	98.95%

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	97.19%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.35%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.37%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.72%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.30%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	89.73%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.87%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.47%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.78%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.06%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.20%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.19%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.12%	92.62%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.11%	93.04%
CHEMBL5028	O14672	ADAM10	81.43%	97.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.23%	96.61%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.08%	80.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.21%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.17%	96.47%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 11125428
• LOTUS: LTS0244279
• wikiData: Q105274173