24-Methylenecycloartanol acetate

Details

• Internal ID: 199b573c-d813-4440-920d-1991e1f59989
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: [(1S,3R,6S,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate
• SMILES (Canonical): CC(C)C(=C)CCC(C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)OC(=O)C)C)C
• SMILES (Isomeric): C[C@H](CCC(=C)C(C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)OC(=O)C)C)C
• InChI: InChI=1S/C33H54O2/c1-21(2)22(3)10-11-23(4)25-14-16-31(9)27-13-12-26-29(6,7)28(35-24(5)34)15-17-32(26)20-33(27,32)19-18-30(25,31)8/h21,23,25-28H,3,10-20H2,1-2,4-9H3/t23-,25-,26+,27+,28+,30-,31+,32-,33+/m1/s1
• InChI Key: BYIMYSSYXBYIBJ-LLSUAUSMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₄O₂
• Molecular Weight: 482.80 g/mol
• Exact Mass: 482.412380961 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 10.90
• Atomic LogP (AlogP): 8.99
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• 1259-94-5
• 1-(4-Isopropyl-1-methyl-4-pentenyl)-3a,6,6,12a-tetramethyltetradecahyd ro-1H-cyclopenta[a]cyclopropa
• [(1S,3R,6S,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate
• 24-Methylenecycloartanyl acetate
• SCHEMBL13420433
• AKOS032962112
• 24-Methylene-5alpha-cycloartane-3beta-ol acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	-	0.6660	66.60%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6138	61.38%
OATP2B1 inhibitior	-	0.7061	70.61%
OATP1B1 inhibitior	+	0.8110	81.10%
OATP1B3 inhibitior	-	0.4397	43.97%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8999	89.99%
P-glycoprotein inhibitior	+	0.5856	58.56%
P-glycoprotein substrate	-	0.6777	67.77%
CYP3A4 substrate	+	0.6729	67.29%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.8011	80.11%
CYP2C9 inhibition	-	0.8054	80.54%
CYP2C19 inhibition	+	0.6212	62.12%
CYP2D6 inhibition	-	0.9453	94.53%
CYP1A2 inhibition	-	0.7962	79.62%
CYP2C8 inhibition	+	0.4519	45.19%
CYP inhibitory promiscuity	-	0.6805	68.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5557	55.57%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.8758	87.58%
Skin irritation	-	0.5317	53.17%
Skin corrosion	-	0.9744	97.44%
Ames mutagenesis	-	0.7628	76.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4406	44.06%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6392	63.92%
skin sensitisation	+	0.5763	57.63%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6074	60.74%
Acute Oral Toxicity (c)	III	0.7322	73.22%
Estrogen receptor binding	+	0.8020	80.20%
Androgen receptor binding	+	0.7553	75.53%
Thyroid receptor binding	+	0.5675	56.75%
Glucocorticoid receptor binding	+	0.7641	76.41%
Aromatase binding	+	0.7588	75.88%
PPAR gamma	+	0.6612	66.12%
Honey bee toxicity	-	0.6332	63.32%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6255	62.55%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.50%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.94%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.30%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.26%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.46%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	91.03%	91.19%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.34%	95.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.48%	98.75%
CHEMBL3837	P07711	Cathepsin L	88.55%	96.61%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.27%	92.62%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.95%	93.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.81%	82.69%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.54%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.33%	97.09%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	85.52%	94.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.90%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.61%	89.05%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.56%	82.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.41%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.33%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.19%	96.47%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.14%	89.50%
CHEMBL240	Q12809	HERG	82.96%	89.76%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.48%	95.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.12%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.77%	91.24%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.13%	96.61%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.39%	96.77%
CHEMBL233	P35372	Mu opioid receptor	80.22%	97.93%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.22%	94.33%

Plants that contains it

• Artocarpus kemando
• Dracaena cinnabari
• Euphorbia lateriflora
• Euphorbia oxyphylla
• Goniophlebium mengtzeense
• Hoya australis
• Ixeris chinensis
• Neolitsea sericea
• Niphogeton ternata
• Papaver rhoeas
• Populus tremuloides
• Zea mays

Cross-Links

• PubChem: 13151740
• NPASS: NPC170071
• LOTUS: LTS0199596
• wikiData: Q104949372