5,10-dihydroxy-3-[(2Z)-2-(hydroxymethyl)-6-methoxy-6-methylocta-2,7-dienoyl]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-carboxylic acid

Details

• Internal ID: f0a4e457-9543-4227-bf7e-f60707c5ed28
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 5,10-dihydroxy-3-[(2Z)-2-(hydroxymethyl)-6-methoxy-6-methylocta-2,7-dienoyl]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-carboxylic acid
• SMILES (Canonical): CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C2(CC1OC(=O)C(=CCCC(C)(C=C)OC)CO)C(=O)O)O)C)C)(C)C)O)C)C
• SMILES (Isomeric): CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C2(CC1OC(=O)/C(=C\CCC(C)(C=C)OC)/CO)C(=O)O)O)C)C)(C)C)O)C)C
• InChI: InChI=1S/C41H64O8/c1-11-37(6,48-10)18-12-13-25(24-42)33(45)49-32-23-41(34(46)47)27(21-35(32,2)3)26-14-15-29-38(7)19-17-30(43)36(4,5)28(38)16-20-39(29,8)40(26,9)22-31(41)44/h11,13-14,27-32,42-44H,1,12,15-24H2,2-10H3,(H,46,47)/b25-13-
• InChI Key: ABUHNUYXXJPKKG-MXAYSNPKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₄O₈
• Molecular Weight: 684.90 g/mol
• Exact Mass: 684.46011900 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 7.02
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9764	97.64%
Caco-2	-	0.8396	83.96%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8603	86.03%
OATP2B1 inhibitior	-	0.7174	71.74%
OATP1B1 inhibitior	+	0.8251	82.51%
OATP1B3 inhibitior	-	0.3934	39.34%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5749	57.49%
BSEP inhibitior	+	0.9624	96.24%
P-glycoprotein inhibitior	+	0.7583	75.83%
P-glycoprotein substrate	+	0.5427	54.27%
CYP3A4 substrate	+	0.7319	73.19%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.9049	90.49%
CYP3A4 inhibition	-	0.6498	64.98%
CYP2C9 inhibition	-	0.7118	71.18%
CYP2C19 inhibition	-	0.8388	83.88%
CYP2D6 inhibition	-	0.9425	94.25%
CYP1A2 inhibition	-	0.8121	81.21%
CYP2C8 inhibition	+	0.7128	71.28%
CYP inhibitory promiscuity	-	0.8979	89.79%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7431	74.31%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9167	91.67%
Skin irritation	-	0.5864	58.64%
Skin corrosion	-	0.9562	95.62%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4553	45.53%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6920	69.20%
skin sensitisation	-	0.8612	86.12%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5799	57.99%
Acute Oral Toxicity (c)	III	0.6662	66.62%
Estrogen receptor binding	+	0.6817	68.17%
Androgen receptor binding	+	0.7366	73.66%
Thyroid receptor binding	+	0.5547	55.47%
Glucocorticoid receptor binding	+	0.7358	73.58%
Aromatase binding	+	0.6738	67.38%
PPAR gamma	+	0.6952	69.52%
Honey bee toxicity	-	0.6822	68.22%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9934	99.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.24%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.55%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.05%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.09%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.62%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.33%	100.00%
CHEMBL5028	O14672	ADAM10	87.03%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.22%	91.07%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.86%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.78%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.49%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.22%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	84.48%	94.75%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	83.65%	95.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.79%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.79%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.17%	92.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.76%	100.00%
CHEMBL233	P35372	Mu opioid receptor	80.51%	97.93%

Plants that contains it

• Albizia julibrissin

Cross-Links

• PubChem: 5318727
• NPASS: NPC191460