Methyl 9-acetyloxy-5a-[(4-hydroxybenzoyl)oxymethyl]-5b,8,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate

Details

• Internal ID: 7b488b6f-64be-4353-bfa3-93dabbcc479e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: methyl 9-acetyloxy-5a-[(4-hydroxybenzoyl)oxymethyl]-5b,8,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate
• SMILES (Canonical): CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)COC(=O)C6=CC=C(C=C6)O)C)(C)C)OC(=O)C)C)C(=O)OC
• SMILES (Isomeric): CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)COC(=O)C6=CC=C(C=C6)O)C)(C)C)OC(=O)C)C)C(=O)OC
• InChI: InChI=1S/C40H56O7/c1-24(2)28-15-20-39(35(44)45-8)21-22-40(23-46-34(43)26-9-11-27(42)12-10-26)29(33(28)39)13-14-31-37(6)18-17-32(47-25(3)41)36(4,5)30(37)16-19-38(31,40)7/h9-12,28-33,42H,1,13-23H2,2-8H3
• InChI Key: FLPFXLLWHPWTLG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₆O₇
• Molecular Weight: 648.90 g/mol
• Exact Mass: 648.40260412 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 9.60
• Atomic LogP (AlogP): 8.29
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	-	0.8281	82.81%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8868	88.68%
OATP2B1 inhibitior	-	0.7147	71.47%
OATP1B1 inhibitior	+	0.7797	77.97%
OATP1B3 inhibitior	-	0.2429	24.29%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9653	96.53%
P-glycoprotein inhibitior	+	0.7982	79.82%
P-glycoprotein substrate	+	0.5846	58.46%
CYP3A4 substrate	+	0.7271	72.71%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	+	0.5195	51.95%
CYP2C9 inhibition	-	0.6211	62.11%
CYP2C19 inhibition	-	0.6461	64.61%
CYP2D6 inhibition	-	0.9299	92.99%
CYP1A2 inhibition	-	0.6149	61.49%
CYP2C8 inhibition	+	0.8886	88.86%
CYP inhibitory promiscuity	-	0.7738	77.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9120	91.20%
Carcinogenicity (trinary)	Non-required	0.6687	66.87%
Eye corrosion	-	0.9946	99.46%
Eye irritation	-	0.9089	90.89%
Skin irritation	-	0.6980	69.80%
Skin corrosion	-	0.9721	97.21%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6698	66.98%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.7959	79.59%
skin sensitisation	-	0.8166	81.66%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8020	80.20%
Acute Oral Toxicity (c)	III	0.6143	61.43%
Estrogen receptor binding	+	0.7703	77.03%
Androgen receptor binding	+	0.8060	80.60%
Thyroid receptor binding	+	0.5209	52.09%
Glucocorticoid receptor binding	+	0.7995	79.95%
Aromatase binding	+	0.7076	70.76%
PPAR gamma	+	0.7092	70.92%
Honey bee toxicity	-	0.6978	69.78%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5539	55.39%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.98%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	97.38%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.37%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.13%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.25%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.34%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.74%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.35%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	88.15%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.33%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.94%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.39%	92.94%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.98%	96.90%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.60%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.73%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.15%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.15%	82.69%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.99%	94.00%

Plants that contains it

• Helicteres angustifolia

Cross-Links

• PubChem: 163069808
• LOTUS: LTS0150839
• wikiData: Q104997328