(3-ethenyl-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-8-yl) acetate

Details

• Internal ID: ad62f29f-8065-4106-8096-5dda14e19e8d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3-ethenyl-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-8-yl) acetate
• SMILES (Canonical): CC(=O)OC1CCC2(C(C1(C)C)CCC3(C2CCC(O3)(C)C=C)C)C
• SMILES (Isomeric): CC(=O)OC1CCC2(C(C1(C)C)CCC3(C2CCC(O3)(C)C=C)C)C
• InChI: InChI=1S/C22H36O3/c1-8-20(5)12-9-17-21(6)13-11-18(24-15(2)23)19(3,4)16(21)10-14-22(17,7)25-20/h8,16-18H,1,9-14H2,2-7H3
• InChI Key: XMEKIZPKINZLRR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₃
• Molecular Weight: 348.50 g/mol
• Exact Mass: 348.26644501 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.28
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9902	99.02%
Caco-2	+	0.6624	66.24%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5943	59.43%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8881	88.81%
OATP1B3 inhibitior	+	0.9273	92.73%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6859	68.59%
P-glycoprotein inhibitior	-	0.5617	56.17%
P-glycoprotein substrate	-	0.9320	93.20%
CYP3A4 substrate	+	0.6742	67.42%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.6277	62.77%
CYP2C9 inhibition	-	0.8471	84.71%
CYP2C19 inhibition	+	0.5300	53.00%
CYP2D6 inhibition	-	0.9523	95.23%
CYP1A2 inhibition	-	0.7670	76.70%
CYP2C8 inhibition	-	0.7119	71.19%
CYP inhibitory promiscuity	-	0.9320	93.20%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6514	65.14%
Eye corrosion	-	0.9781	97.81%
Eye irritation	-	0.8895	88.95%
Skin irritation	-	0.5648	56.48%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6774	67.74%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.7334	73.34%
skin sensitisation	+	0.4751	47.51%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.6374	63.74%
Acute Oral Toxicity (c)	III	0.7620	76.20%
Estrogen receptor binding	+	0.8747	87.47%
Androgen receptor binding	-	0.5166	51.66%
Thyroid receptor binding	+	0.6462	64.62%
Glucocorticoid receptor binding	+	0.8159	81.59%
Aromatase binding	+	0.6474	64.74%
PPAR gamma	+	0.6786	67.86%
Honey bee toxicity	-	0.6316	63.16%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9931	99.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	94.71%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.33%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.25%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	91.68%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.77%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.14%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.99%	100.00%
CHEMBL5028	O14672	ADAM10	82.98%	97.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.54%	82.69%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.48%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.42%	92.94%

Plants that contains it

• Cistus creticus
• Sideritis hirsuta

Cross-Links

• PubChem: 14634223
• LOTUS: LTS0005862
• wikiData: Q105330676