Calamusin B

Details

• Internal ID: 5e39877a-7c93-4451-8bf4-f2503d681ebc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,5S,6S,7S,10R)-7-hydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-11-oxatricyclo[5.3.1.01,5]undec-2-en-4-one
• InChI: InChI=1S/C15H22O4/c1-8-5-6-15(18)9(2)11-12(16)10(13(3,4)17)7-14(8,11)19-15/h7-9,11,17-18H,5-6H2,1-4H3/t8-,9+,11-,14-,15+/m1/s1
• InChI Key: MKHDBFQTIUPTFT-DXMNWHDFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• RefChem:122695
• CHEMBL2063010

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6538	65.38%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9399	93.99%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9394	93.94%
P-glycoprotein inhibitior	-	0.8809	88.09%
P-glycoprotein substrate	-	0.8547	85.47%
CYP3A4 substrate	+	0.5617	56.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8635	86.35%
CYP3A4 inhibition	-	0.6987	69.87%
CYP2C9 inhibition	-	0.8501	85.01%
CYP2C19 inhibition	-	0.8941	89.41%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.6487	64.87%
CYP2C8 inhibition	-	0.9133	91.33%
CYP inhibitory promiscuity	-	0.9380	93.80%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5539	55.39%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.8689	86.89%
Skin irritation	+	0.5431	54.31%
Skin corrosion	-	0.8218	82.18%
Ames mutagenesis	-	0.6778	67.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.8029	80.29%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5764	57.64%
skin sensitisation	-	0.6601	66.01%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6172	61.72%
Acute Oral Toxicity (c)	I	0.3673	36.73%
Estrogen receptor binding	+	0.5675	56.75%
Androgen receptor binding	+	0.6248	62.48%
Thyroid receptor binding	+	0.7267	72.67%
Glucocorticoid receptor binding	-	0.6922	69.22%
Aromatase binding	-	0.6159	61.59%
PPAR gamma	-	0.7404	74.04%
Honey bee toxicity	-	0.9580	95.80%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8904	89.04%

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	99.21%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.46%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.74%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.31%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.12%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.79%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.44%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.36%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.14%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.60%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.81%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.87%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.38%	92.94%

Plants that contains it

• Acorus calamus

Cross-Links

• PubChem: 60156051
• NPASS: NPC205548