[3a-(Hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: c30b0efa-18a1-483d-acd8-dd33a75298a0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)C=CC6=CC(=C(C=C6)O)OC)C)CO
• SMILES (Isomeric): CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)C=CC6=CC(=C(C=C6)O)OC)C)CO
• InChI: InChI=1S/C40H58O5/c1-25(2)27-15-20-40(24-41)22-21-38(6)28(35(27)40)11-13-32-37(5)18-17-33(36(3,4)31(37)16-19-39(32,38)7)45-34(43)14-10-26-9-12-29(42)30(23-26)44-8/h9-10,12,14,23,27-28,31-33,35,41-42H,1,11,13,15-22,24H2,2-8H3
• InChI Key: SIJFODAQNXURGQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₈O₅
• Molecular Weight: 618.90 g/mol
• Exact Mass: 618.42842495 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 10.60
• Atomic LogP (AlogP): 8.98
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	-	0.8087	80.87%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8796	87.96%
OATP2B1 inhibitior	-	0.5705	57.05%
OATP1B1 inhibitior	+	0.8644	86.44%
OATP1B3 inhibitior	-	0.2853	28.53%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9659	96.59%
P-glycoprotein inhibitior	+	0.7449	74.49%
P-glycoprotein substrate	+	0.5631	56.31%
CYP3A4 substrate	+	0.7200	72.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	-	0.5232	52.32%
CYP2C9 inhibition	-	0.5089	50.89%
CYP2C19 inhibition	-	0.5971	59.71%
CYP2D6 inhibition	-	0.9040	90.40%
CYP1A2 inhibition	+	0.6480	64.80%
CYP2C8 inhibition	+	0.8677	86.77%
CYP inhibitory promiscuity	-	0.6104	61.04%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9020	90.20%
Carcinogenicity (trinary)	Non-required	0.6937	69.37%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9282	92.82%
Skin irritation	-	0.6818	68.18%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7867	78.67%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8764	87.64%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9099	90.99%
Acute Oral Toxicity (c)	III	0.5612	56.12%
Estrogen receptor binding	+	0.7620	76.20%
Androgen receptor binding	+	0.8217	82.17%
Thyroid receptor binding	+	0.5338	53.38%
Glucocorticoid receptor binding	+	0.7401	74.01%
Aromatase binding	+	0.7242	72.42%
PPAR gamma	+	0.7184	71.84%
Honey bee toxicity	-	0.7181	71.81%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.91%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.89%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.69%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.46%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.62%	92.94%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.26%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.25%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.09%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.08%	92.62%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	88.61%	83.65%
CHEMBL340	P08684	Cytochrome P450 3A4	86.03%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.34%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.80%	97.09%
CHEMBL3194	P02766	Transthyretin	83.79%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.51%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.83%	99.17%
CHEMBL2581	P07339	Cathepsin D	82.75%	98.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.11%	91.03%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.04%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.80%	97.14%
CHEMBL5028	O14672	ADAM10	80.71%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.68%	91.07%

Plants that contains it

• Ceriops decandra
• Ceriops tagal
• Diospyros maritima

Cross-Links

• PubChem: 85286122
• LOTUS: LTS0276331
• wikiData: Q105253792