4-Epiisocembrol

Details

• Internal ID: 08bc8be6-6c5b-4c72-95ae-b0a0c679c49f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Cembrane diterpenoids
• IUPAC Name: (1R,2E,4R,7Z,11E)-1,7,11-trimethyl-4-propan-2-ylcyclotetradeca-2,7,11-trien-1-ol
• SMILES (Canonical): CC1=CCCC(C=CC(CCC(=CCC1)C)C(C)C)(C)O
• SMILES (Isomeric): C/C/1=C\CC[C@@](/C=C/[C@H](CC/C(=C\CC1)/C)C(C)C)(C)O
• InChI: InChI=1S/C20H34O/c1-16(2)19-12-11-18(4)9-6-8-17(3)10-7-14-20(5,21)15-13-19/h9-10,13,15-16,19,21H,6-8,11-12,14H2,1-5H3/b15-13+,17-10+,18-9-/t19-,20+/m0/s1
• InChI Key: YAPXSYXFLHDPCK-JFSWIZSLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O
• Molecular Weight: 290.50 g/mol
• Exact Mass: 290.260965704 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.81
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.8463	84.63%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Lysosomes	0.4231	42.31%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.9541	95.41%
OATP1B3 inhibitior	+	0.9624	96.24%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6083	60.83%
P-glycoprotein inhibitior	-	0.8340	83.40%
P-glycoprotein substrate	-	0.8464	84.64%
CYP3A4 substrate	+	0.5183	51.83%
CYP2C9 substrate	-	0.7759	77.59%
CYP2D6 substrate	-	0.7764	77.64%
CYP3A4 inhibition	-	0.8491	84.91%
CYP2C9 inhibition	-	0.8021	80.21%
CYP2C19 inhibition	-	0.8452	84.52%
CYP2D6 inhibition	-	0.9424	94.24%
CYP1A2 inhibition	-	0.7819	78.19%
CYP2C8 inhibition	-	0.8117	81.17%
CYP inhibitory promiscuity	-	0.9170	91.70%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8128	81.28%
Carcinogenicity (trinary)	Non-required	0.5904	59.04%
Eye corrosion	-	0.9038	90.38%
Eye irritation	-	0.8765	87.65%
Skin irritation	+	0.7754	77.54%
Skin corrosion	-	0.9561	95.61%
Ames mutagenesis	-	0.7640	76.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7713	77.13%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.6015	60.15%
skin sensitisation	+	0.8315	83.15%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.6632	66.32%
Acute Oral Toxicity (c)	III	0.7956	79.56%
Estrogen receptor binding	-	0.7027	70.27%
Androgen receptor binding	-	0.8366	83.66%
Thyroid receptor binding	+	0.7251	72.51%
Glucocorticoid receptor binding	+	0.6074	60.74%
Aromatase binding	-	0.8004	80.04%
PPAR gamma	+	0.6071	60.71%
Honey bee toxicity	-	0.9176	91.76%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8948	89.48%

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	98.28%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.98%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.91%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.66%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.53%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.29%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.45%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.00%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	84.04%	94.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.85%	93.99%
CHEMBL1951	P21397	Monoamine oxidase A	82.23%	91.49%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.39%	100.00%
CHEMBL2581	P07339	Cathepsin D	81.24%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.33%	96.47%

Plants that contains it

• Pinus koraiensis

Cross-Links

• PubChem: 102364574
• NPASS: NPC169075