(1S,2Z,4E,8R,9E,12E)-5,9,13-trimethyl-2-propan-2-ylcyclotetradeca-2,4,9,12-tetraene-1,8-diol

Details

• Internal ID: 81bca886-5e26-4fd3-87f0-e081e0465f98
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Cembrane diterpenoids
• IUPAC Name: (1S,2Z,4E,8R,9E,12E)-5,9,13-trimethyl-2-propan-2-ylcyclotetradeca-2,4,9,12-tetraene-1,8-diol
• SMILES (Canonical): CC1=CC=C(C(CC(=CCC=C(C(CC1)O)C)C)O)C(C)C
• SMILES (Isomeric): C/C/1=C\C=C(/[C@H](C/C(=C/C/C=C(/[C@@H](CC1)O)\C)/C)O)\C(C)C
• InChI: InChI=1S/C20H32O2/c1-14(2)18-11-9-15(3)10-12-19(21)17(5)8-6-7-16(4)13-20(18)22/h7-9,11,14,19-22H,6,10,12-13H2,1-5H3/b15-9+,16-7+,17-8+,18-11-/t19-,20+/m1/s1
• InChI Key: XGJYGZRCZJNSIR-SUWXYPKRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.70
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.8602	86.02%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6042	60.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9425	94.25%
OATP1B3 inhibitior	+	0.9663	96.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6820	68.20%
P-glycoprotein inhibitior	-	0.7438	74.38%
P-glycoprotein substrate	-	0.8545	85.45%
CYP3A4 substrate	-	0.5376	53.76%
CYP2C9 substrate	-	0.8262	82.62%
CYP2D6 substrate	-	0.7347	73.47%
CYP3A4 inhibition	-	0.7284	72.84%
CYP2C9 inhibition	-	0.8701	87.01%
CYP2C19 inhibition	-	0.8075	80.75%
CYP2D6 inhibition	-	0.9171	91.71%
CYP1A2 inhibition	-	0.6419	64.19%
CYP2C8 inhibition	-	0.8922	89.22%
CYP inhibitory promiscuity	-	0.7903	79.03%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8328	83.28%
Carcinogenicity (trinary)	Non-required	0.6439	64.39%
Eye corrosion	-	0.9380	93.80%
Eye irritation	-	0.9551	95.51%
Skin irritation	+	0.5522	55.22%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8196	81.96%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.5577	55.77%
skin sensitisation	+	0.7075	70.75%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5614	56.14%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.6389	63.89%
Acute Oral Toxicity (c)	III	0.6511	65.11%
Estrogen receptor binding	-	0.5473	54.73%
Androgen receptor binding	-	0.6944	69.44%
Thyroid receptor binding	+	0.7327	73.27%
Glucocorticoid receptor binding	+	0.5503	55.03%
Aromatase binding	-	0.6590	65.90%
PPAR gamma	+	0.5892	58.92%
Honey bee toxicity	-	0.8488	84.88%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9453	94.53%

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	92.02%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.26%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.12%	98.95%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	87.78%	97.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.11%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.03%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.70%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.01%	90.71%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.13%	86.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.33%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.18%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14137998
• LOTUS: LTS0181901
• wikiData: Q105327637