13-(Hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-12-ol

Details

• Internal ID: ecd972ea-a2d5-4cef-bca3-706b24906ac5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 13-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-12-ol
• SMILES (Canonical): CC1(CCCC2(C1CCC34C2CC(C(C3)(C=C4)CO)O)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CCC34C2CC(C(C3)(C=C4)CO)O)C)C
• InChI: InChI=1S/C20H32O2/c1-17(2)6-4-7-18(3)14(17)5-8-19-9-10-20(12-19,13-21)16(22)11-15(18)19/h9-10,14-16,21-22H,4-8,11-13H2,1-3H3
• InChI Key: LXLWTIXIZLNVDP-UHFFFAOYSA-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: 5.30
• Atomic LogP (AlogP): 3.92
• 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	+	0.9909	99.09%
Caco-2	+	0.7180	71.80%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.5718	57.18%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8592	85.92%
OATP1B3 inhibitior	+	0.9333	93.33%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7951	79.51%
BSEP inhibitior	+	0.6678	66.78%
P-glycoprotein inhibitior	-	0.8808	88.08%
P-glycoprotein substrate	-	0.8278	82.78%
CYP3A4 substrate	+	0.6147	61.47%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.7520	75.20%
CYP3A4 inhibition	-	0.9415	94.15%
CYP2C9 inhibition	-	0.7302	73.02%
CYP2C19 inhibition	-	0.7799	77.99%
CYP2D6 inhibition	-	0.9410	94.10%
CYP1A2 inhibition	-	0.6815	68.15%
CYP2C8 inhibition	-	0.6051	60.51%
CYP inhibitory promiscuity	-	0.7665	76.65%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6814	68.14%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9485	94.85%
Skin irritation	-	0.6341	63.41%
Skin corrosion	-	0.9538	95.38%
Ames mutagenesis	-	0.7478	74.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5972	59.72%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.5628	56.28%
skin sensitisation	-	0.7422	74.22%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7557	75.57%
Acute Oral Toxicity (c)	III	0.6097	60.97%
Estrogen receptor binding	+	0.7157	71.57%
Androgen receptor binding	+	0.5949	59.49%
Thyroid receptor binding	+	0.6862	68.62%
Glucocorticoid receptor binding	+	0.7039	70.39%
Aromatase binding	+	0.6137	61.37%
PPAR gamma	-	0.6694	66.94%
Honey bee toxicity	-	0.8958	89.58%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9427	94.27%

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	97.21%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.82%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.50%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.63%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.53%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.37%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.94%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.47%	82.69%
CHEMBL2581	P07339	Cathepsin D	83.42%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.00%	95.50%
CHEMBL1871	P10275	Androgen Receptor	81.78%	96.43%
CHEMBL221	P23219	Cyclooxygenase-1	81.12%	90.17%
CHEMBL3012	Q13946	Phosphodiesterase 7A	80.84%	99.29%

Plants that contains it

• Sideritis serrata

Cross-Links

• PubChem: 162920493
• LOTUS: LTS0202540
• wikiData: Q105158929