Cycloartenone

Details

• Internal ID: ec99147d-d360-4e6a-a1d5-e59aa35a2052
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (1S,3R,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-one
• SMILES (Canonical): CC(CCC=C(C)C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(=O)C5(C)C)C)C
• SMILES (Isomeric): C[C@H](CCC=C(C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CCC(=O)C5(C)C)C)C
• InChI: InChI=1S/C30H48O/c1-20(2)9-8-10-21(3)22-13-15-28(7)24-12-11-23-26(4,5)25(31)14-16-29(23)19-30(24,29)18-17-27(22,28)6/h9,21-24H,8,10-19H2,1-7H3/t21-,22-,23+,24+,27-,28+,29-,30+/m1/s1
• InChI Key: NAJCQAAOHKVCES-ZZOQNIIDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O
• Molecular Weight: 424.70 g/mol
• Exact Mass: 424.370516150 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 9.50
• Atomic LogP (AlogP): 8.38
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• CHEMBL226084

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.6156	61.56%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5067	50.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8501	85.01%
OATP1B3 inhibitior	+	0.9343	93.43%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8913	89.13%
P-glycoprotein inhibitior	-	0.4443	44.43%
P-glycoprotein substrate	-	0.7694	76.94%
CYP3A4 substrate	+	0.6056	60.56%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.7731	77.31%
CYP3A4 inhibition	-	0.8904	89.04%
CYP2C9 inhibition	-	0.8080	80.80%
CYP2C19 inhibition	-	0.7001	70.01%
CYP2D6 inhibition	-	0.9555	95.55%
CYP1A2 inhibition	-	0.7865	78.65%
CYP2C8 inhibition	-	0.8439	84.39%
CYP inhibitory promiscuity	-	0.6146	61.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5484	54.84%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9298	92.98%
Skin irritation	+	0.5669	56.69%
Skin corrosion	-	0.9647	96.47%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6941	69.41%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6822	68.22%
skin sensitisation	+	0.7783	77.83%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7064	70.64%
Acute Oral Toxicity (c)	III	0.6560	65.60%
Estrogen receptor binding	+	0.8398	83.98%
Androgen receptor binding	+	0.7349	73.49%
Thyroid receptor binding	+	0.7295	72.95%
Glucocorticoid receptor binding	+	0.7635	76.35%
Aromatase binding	+	0.7869	78.69%
PPAR gamma	+	0.6688	66.88%
Honey bee toxicity	-	0.8336	83.36%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9926	99.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.13%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.58%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.81%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.69%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	93.39%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.43%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.35%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.03%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.94%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.79%	90.08%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.38%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.64%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.59%	82.69%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.11%	93.56%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.56%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.14%	92.62%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.04%	89.34%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.02%	100.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	80.88%	95.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.82%	95.89%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.50%	94.78%
CHEMBL1914	P06276	Butyrylcholinesterase	80.41%	95.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.32%	100.00%

Plants that contains it

• Abrus precatorius
• Aconitum burnatii
• Acorus calamus var. angustatus
• Acorus gramineus
• Alseodaphne paludosa
• Andira parviflora
• Annona impressivenia
• Artocarpus heterophyllus
• Bersama yangambiensis
• Caloncoba echinata
• Castanopsis sclerophylla
• Citrus × aurantium
• Conocephalum japonicum
• Cordylanthus kingii
• Croton cascarilloides
• Disynaphia halimifolia
• Eragrostis viscosa
• Euphorbia antiquorum
• Forsteronia refracta
• Fridericia chica
• Glycine max
• Grewia mollis
• Gymnocarpium robertianum
• Heliotropium ellipticum
• Heliotropium floridum
• Heterotheca grandiflora
• Hovenia acerba
• Juglans nigra
• Kadsura heteroclita
• Kaempferia marginata
• Kaunia saltensis
• Krameria bicolor
• Mangifera indica
• Nauclea officinalis
• Nicotiana tabacum
• Papaver somniferum
• Ruta pinnata
• Salvia dorrii
• Sophora flavescens var. flavescens
• Stevia polycephala
• Teucrium cubense
• Thymus piperella
• Trichilia rubescens
• Uraria picta

Cross-Links

• PubChem: 12305360
• NPASS: NPC214770
• ChEMBL: CHEMBL226084
• LOTUS: LTS0149053
• wikiData: Q105176351