Calamusin I

Details

• Internal ID: 95364a8a-aae6-46e2-9cf3-51a0ae6d7866
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4aS,5S,8S)-5,8-dihydroxy-4a,8-dimethyl-4,5,6,7-tetrahydro-3H-naphthalen-2-one
• SMILES (Canonical): CC12CCC(=O)C=C1C(CCC2O)(C)O
• SMILES (Isomeric): C[C@]12CCC(=O)C=C1[C@@](CC[C@@H]2O)(C)O
• InChI: InChI=1S/C12H18O3/c1-11-5-3-8(13)7-9(11)12(2,15)6-4-10(11)14/h7,10,14-15H,3-6H2,1-2H3/t10-,11-,12-/m0/s1
• InChI Key: QKBMWRGCXJWSPL-SRVKXCTJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₃
• Molecular Weight: 210.27 g/mol
• Exact Mass: 210.125594432 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• RefChem:122699
• (4aS,5S,8S)-5,8-dihydroxy-4a,8-dimethyl-4,5,6,7-tetrahydro-3H-naphthalen-2-one
• CHEMBL2063125

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8619	86.19%
Blood Brain Barrier	+	0.6105	61.05%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8334	83.34%
OATP2B1 inhibitior	-	0.8434	84.34%
OATP1B1 inhibitior	+	0.9406	94.06%
OATP1B3 inhibitior	+	0.9867	98.67%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.7030	70.30%
BSEP inhibitior	-	0.9197	91.97%
P-glycoprotein inhibitior	-	0.9648	96.48%
P-glycoprotein substrate	-	0.9201	92.01%
CYP3A4 substrate	+	0.5872	58.72%
CYP2C9 substrate	-	0.7713	77.13%
CYP2D6 substrate	-	0.8542	85.42%
CYP3A4 inhibition	-	0.7761	77.61%
CYP2C9 inhibition	-	0.9291	92.91%
CYP2C19 inhibition	-	0.9037	90.37%
CYP2D6 inhibition	-	0.9286	92.86%
CYP1A2 inhibition	-	0.9064	90.64%
CYP2C8 inhibition	-	0.9053	90.53%
CYP inhibitory promiscuity	-	0.8752	87.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4663	46.63%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.5940	59.40%
Skin irritation	+	0.5696	56.96%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	-	0.8624	86.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.7919	79.19%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6001	60.01%
skin sensitisation	-	0.5320	53.20%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7190	71.90%
Acute Oral Toxicity (c)	III	0.6374	63.74%
Estrogen receptor binding	-	0.8190	81.90%
Androgen receptor binding	-	0.5334	53.34%
Thyroid receptor binding	-	0.6809	68.09%
Glucocorticoid receptor binding	-	0.6457	64.57%
Aromatase binding	-	0.6298	62.98%
PPAR gamma	-	0.7286	72.86%
Honey bee toxicity	-	0.9123	91.23%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9895	98.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.06%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.23%	100.00%
CHEMBL1871	P10275	Androgen Receptor	89.60%	96.43%
CHEMBL2581	P07339	Cathepsin D	89.59%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.02%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.72%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.27%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.21%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.68%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.29%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.84%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.84%	93.99%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.65%	93.04%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.44%	94.45%

Plants that contains it

• Acorus calamus

Cross-Links

• PubChem: 60156151
• NPASS: NPC40687