Calamusin E

Details

• Internal ID: 1e6d4e4d-e2ba-4024-9b92-2c93b57343de
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1R,4S,5R,10S)-10-hydroxy-1,8-dimethyl-4-propan-2-ylspiro[4.5]dec-8-ene-3,7-dione
• InChI: InChI=1S/C15H22O3/c1-8(2)14-11(16)6-10(4)15(14)7-12(17)9(3)5-13(15)18/h5,8,10,13-14,18H,6-7H2,1-4H3/t10-,13+,14-,15+/m1/s1
• InChI Key: JGPJOBKNJPPDNO-KAOXEZKKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• (1R,4S,5R,10S)-10-hydroxy-1,8-dimethyl-4-propan-2-ylspiro(4.5)dec-8-ene-3,7-dione
• (1R,4S,5R,10S)-10-hydroxy-1,8-dimethyl-4-propan-2-ylspiro[4.5]dec-8-ene-3,7-dione
• RefChem:122696
• CHEMBL2063013

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.6860	68.60%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8605	86.05%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9368	93.68%
OATP1B3 inhibitior	+	0.9212	92.12%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9253	92.53%
P-glycoprotein inhibitior	-	0.9500	95.00%
P-glycoprotein substrate	-	0.6024	60.24%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7735	77.35%
CYP2D6 substrate	-	0.8637	86.37%
CYP3A4 inhibition	-	0.7366	73.66%
CYP2C9 inhibition	-	0.8517	85.17%
CYP2C19 inhibition	-	0.8539	85.39%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.9368	93.68%
CYP2C8 inhibition	-	0.9733	97.33%
CYP inhibitory promiscuity	-	0.9136	91.36%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8936	89.36%
Carcinogenicity (trinary)	Non-required	0.5167	51.67%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.7904	79.04%
Skin irritation	+	0.6256	62.56%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4390	43.90%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5007	50.07%
skin sensitisation	+	0.6296	62.96%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5994	59.94%
Acute Oral Toxicity (c)	II	0.5506	55.06%
Estrogen receptor binding	-	0.8822	88.22%
Androgen receptor binding	+	0.6447	64.47%
Thyroid receptor binding	-	0.6638	66.38%
Glucocorticoid receptor binding	-	0.8678	86.78%
Aromatase binding	-	0.9047	90.47%
PPAR gamma	-	0.8526	85.26%
Honey bee toxicity	-	0.8991	89.91%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9948	99.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.75%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.18%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.42%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.93%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.47%	85.14%
CHEMBL4072	P07858	Cathepsin B	90.14%	93.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.80%	90.71%
CHEMBL221	P23219	Cyclooxygenase-1	88.01%	90.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.70%	96.47%
CHEMBL4208	P20618	Proteasome component C5	82.04%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.04%	95.89%

Plants that contains it

• Acorus calamus

Cross-Links

• PubChem: 60156054
• NPASS: NPC7927