(1R,2Z,4S,6E,10E,14R)-4-methoxy-7,11,15,15-tetramethylbicyclo[12.1.0]pentadeca-2,6,10-triene-3-carboxylic acid

Details

• Internal ID: d6e46402-8d37-48ec-899c-2032d9050a11
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Cembrane diterpenoids
• IUPAC Name: (1R,2Z,4S,6E,10E,14R)-4-methoxy-7,11,15,15-tetramethylbicyclo[12.1.0]pentadeca-2,6,10-triene-3-carboxylic acid
• SMILES (Canonical): CC1=CCCC(=CCC(C(=CC2C(C2(C)C)CC1)C(=O)O)OC)C
• SMILES (Isomeric): C/C/1=C\CC/C(=C/C[C@@H](/C(=C/[C@@H]2[C@H](C2(C)C)CC1)/C(=O)O)OC)/C
• InChI: InChI=1S/C21H32O3/c1-14-7-6-8-15(2)10-12-19(24-5)16(20(22)23)13-18-17(11-9-14)21(18,3)4/h7,10,13,17-19H,6,8-9,11-12H2,1-5H3,(H,22,23)/b14-7+,15-10+,16-13-/t17-,18-,19+/m1/s1
• InChI Key: VWXXNOHWGGYBTR-HSAJIGOESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₃
• Molecular Weight: 332.50 g/mol
• Exact Mass: 332.23514488 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 5.14
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9887	98.87%
Caco-2	+	0.8680	86.80%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7799	77.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9438	94.38%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.6397	63.97%
P-glycoprotein inhibitior	-	0.7241	72.41%
P-glycoprotein substrate	-	0.8793	87.93%
CYP3A4 substrate	+	0.6070	60.70%
CYP2C9 substrate	-	0.7859	78.59%
CYP2D6 substrate	-	0.9129	91.29%
CYP3A4 inhibition	-	0.7591	75.91%
CYP2C9 inhibition	-	0.6544	65.44%
CYP2C19 inhibition	-	0.6317	63.17%
CYP2D6 inhibition	-	0.9486	94.86%
CYP1A2 inhibition	+	0.5488	54.88%
CYP2C8 inhibition	+	0.4545	45.45%
CYP inhibitory promiscuity	-	0.9359	93.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8543	85.43%
Carcinogenicity (trinary)	Non-required	0.5586	55.86%
Eye corrosion	-	0.9812	98.12%
Eye irritation	-	0.9431	94.31%
Skin irritation	+	0.5439	54.39%
Skin corrosion	-	0.9696	96.96%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3617	36.17%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.5363	53.63%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5563	55.63%
Acute Oral Toxicity (c)	III	0.4872	48.72%
Estrogen receptor binding	-	0.5155	51.55%
Androgen receptor binding	-	0.5861	58.61%
Thyroid receptor binding	+	0.6810	68.10%
Glucocorticoid receptor binding	+	0.7252	72.52%
Aromatase binding	-	0.6328	63.28%
PPAR gamma	+	0.6285	62.85%
Honey bee toxicity	-	0.8211	82.11%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6551	65.51%
Fish aquatic toxicity	+	0.9720	97.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.60%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.54%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.24%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.61%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.31%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.88%	94.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.24%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.12%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	82.09%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.35%	93.00%

Plants that contains it

• Acridocarpus vivy
• Euphorbia pekinensis
• Syneilesis palmata
• Uncaria donisii

Cross-Links

• PubChem: 53496645
• NPASS: NPC301000
• LOTUS: LTS0132652
• wikiData: Q105298332