6-[2-[(20-Formyl-2-hydroxy-4,5,9,9,13,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl)oxy]-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

• Internal ID: 7da06dae-da1e-4713-877f-e0d415e767b1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 6-[2-[(20-formyl-2-hydroxy-4,5,9,9,13,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl)oxy]-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(CO4)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O)C)CCC67C3(CC(C8(C6CC(CC8)(C)C=O)CO7)O)C)C)C
• SMILES (Isomeric): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(CO4)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O)C)CCC67C3(CC(C8(C6CC(CC8)(C)C=O)CO7)O)C)C)C
• InChI: InChI=1S/C41H64O14/c1-35(2)21-7-11-38(5)22(8-12-41-23-15-36(3,18-42)13-14-40(23,19-52-41)24(44)16-39(38,41)6)37(21,4)10-9-25(35)53-34-31(26(45)20(43)17-51-34)55-33-29(48)27(46)28(47)30(54-33)32(49)50/h18,20-31,33-34,43-48H,7-17,19H2,1-6H3,(H,49,50)
• InChI Key: GWKNGARBOIMBHU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₄O₁₄
• Molecular Weight: 780.90 g/mol
• Exact Mass: 780.42960671 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.91
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6767	67.67%
Caco-2	-	0.8831	88.31%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7651	76.51%
OATP2B1 inhibitior	-	0.8720	87.20%
OATP1B1 inhibitior	+	0.8170	81.70%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.5700	57.00%
P-glycoprotein inhibitior	+	0.7604	76.04%
P-glycoprotein substrate	-	0.5081	50.81%
CYP3A4 substrate	+	0.7383	73.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8722	87.22%
CYP3A4 inhibition	-	0.9122	91.22%
CYP2C9 inhibition	-	0.8605	86.05%
CYP2C19 inhibition	-	0.8694	86.94%
CYP2D6 inhibition	-	0.9563	95.63%
CYP1A2 inhibition	-	0.9188	91.88%
CYP2C8 inhibition	+	0.7094	70.94%
CYP inhibitory promiscuity	-	0.9854	98.54%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6122	61.22%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9091	90.91%
Skin irritation	-	0.6841	68.41%
Skin corrosion	-	0.9287	92.87%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7084	70.84%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9120	91.20%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7154	71.54%
Acute Oral Toxicity (c)	I	0.4804	48.04%
Estrogen receptor binding	+	0.7103	71.03%
Androgen receptor binding	+	0.7447	74.47%
Thyroid receptor binding	-	0.6522	65.22%
Glucocorticoid receptor binding	+	0.6874	68.74%
Aromatase binding	+	0.6793	67.93%
PPAR gamma	+	0.7434	74.34%
Honey bee toxicity	-	0.6181	61.81%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9450	94.50%

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	94.90%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.43%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.91%	94.45%
CHEMBL5028	O14672	ADAM10	86.07%	97.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.85%	91.11%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.41%	94.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.00%	96.77%
CHEMBL2581	P07339	Cathepsin D	84.96%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.52%	95.56%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	84.23%	97.34%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.80%	95.89%
CHEMBL4302	P08183	P-glycoprotein 1	83.57%	92.98%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.91%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	82.58%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.30%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.26%	100.00%
CHEMBL233	P35372	Mu opioid receptor	81.50%	97.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.27%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.85%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.75%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.45%	99.23%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.27%	97.36%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.03%	93.00%

Plants that contains it

• Hypericum papuanum
• Lysimachia davurica

Cross-Links

• PubChem: 73229850
• LOTUS: LTS0045649
• wikiData: Q105347509