cinnamacrin-B

Details

• Internal ID: 9b4748a6-b2da-4ede-ab13-b9c1d8e2d699
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans
• IUPAC Name: (4R,8R)-4,8,9-trimethyl-11-oxo-2-oxatricyclo[6.3.1.04,12]dodeca-1(12),9-diene-10-carboxylic acid
• SMILES (Canonical): CC1=C(C(=O)C2=C3C1(CCCC3(CO2)C)C)C(=O)O
• SMILES (Isomeric): CC1=C(C(=O)C2=C3[C@@]1(CCC[C@]3(CO2)C)C)C(=O)O
• InChI: InChI=1S/C15H18O4/c1-8-9(13(17)18)10(16)11-12-14(2,7-19-11)5-4-6-15(8,12)3/h4-7H2,1-3H3,(H,17,18)/t14-,15+/m0/s1
• InChI Key: JYCLPWSCXLTHKA-LSDHHAIUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.45
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL221384

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.8600	86.00%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7803	78.03%
OATP2B1 inhibitior	-	0.8472	84.72%
OATP1B1 inhibitior	+	0.9093	90.93%
OATP1B3 inhibitior	+	0.9692	96.92%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.5479	54.79%
BSEP inhibitior	-	0.9395	93.95%
P-glycoprotein inhibitior	-	0.9186	91.86%
P-glycoprotein substrate	-	0.9232	92.32%
CYP3A4 substrate	-	0.5436	54.36%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.9079	90.79%
CYP3A4 inhibition	-	0.8277	82.77%
CYP2C9 inhibition	-	0.8323	83.23%
CYP2C19 inhibition	-	0.9436	94.36%
CYP2D6 inhibition	-	0.9345	93.45%
CYP1A2 inhibition	-	0.5219	52.19%
CYP2C8 inhibition	-	0.9383	93.83%
CYP inhibitory promiscuity	-	0.9235	92.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4371	43.71%
Eye corrosion	-	0.9867	98.67%
Eye irritation	+	0.5902	59.02%
Skin irritation	+	0.6225	62.25%
Skin corrosion	-	0.9243	92.43%
Ames mutagenesis	-	0.6428	64.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.7058	70.58%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5460	54.60%
skin sensitisation	-	0.8653	86.53%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5325	53.25%
Acute Oral Toxicity (c)	III	0.6298	62.98%
Estrogen receptor binding	-	0.4822	48.22%
Androgen receptor binding	+	0.5294	52.94%
Thyroid receptor binding	-	0.5863	58.63%
Glucocorticoid receptor binding	-	0.6125	61.25%
Aromatase binding	-	0.5360	53.60%
PPAR gamma	+	0.5947	59.47%
Honey bee toxicity	-	0.9381	93.81%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9960	99.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.38%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.90%	99.23%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.54%	96.38%
CHEMBL2581	P07339	Cathepsin D	89.31%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.94%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.34%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.74%	93.03%

Plants that contains it

• Cinnamosma macrocarpa

Cross-Links

• PubChem: 16109833
• NPASS: NPC261026
• LOTUS: LTS0049186
• wikiData: Q105136924