13-(Hydroxymethyl)-5,5,9-trimethyltetracyclo[10.2.2.01,10.04,9]hexadec-15-en-13-ol

Details

• Internal ID: 4120fcb0-9731-4a4d-a877-06b2f5103b10
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
• IUPAC Name: 13-(hydroxymethyl)-5,5,9-trimethyltetracyclo[10.2.2.01,10.04,9]hexadec-15-en-13-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)7-4-8-18(3)15(17)6-10-19-9-5-14(11-16(18)19)20(22,12-19)13-21/h5,9,14-16,21-22H,4,6-8,10-13H2,1-3H3
• InChI Key: YLPLMBSVCFKOSP-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: 4.60
• 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	+	0.9928	99.28%
Caco-2	+	0.6986	69.86%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6099	60.99%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8696	86.96%
OATP1B3 inhibitior	+	0.9239	92.39%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6292	62.92%
BSEP inhibitior	+	0.6229	62.29%
P-glycoprotein inhibitior	-	0.8938	89.38%
P-glycoprotein substrate	-	0.7976	79.76%
CYP3A4 substrate	+	0.6254	62.54%
CYP2C9 substrate	-	0.7723	77.23%
CYP2D6 substrate	-	0.7993	79.93%
CYP3A4 inhibition	-	0.8421	84.21%
CYP2C9 inhibition	-	0.8009	80.09%
CYP2C19 inhibition	-	0.7385	73.85%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.6621	66.21%
CYP2C8 inhibition	-	0.6331	63.31%
CYP inhibitory promiscuity	-	0.9029	90.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.7375	73.75%
Eye corrosion	-	0.9787	97.87%
Eye irritation	-	0.9787	97.87%
Skin irritation	-	0.7091	70.91%
Skin corrosion	-	0.9676	96.76%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5853	58.53%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5276	52.76%
skin sensitisation	-	0.5669	56.69%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6099	60.99%
Acute Oral Toxicity (c)	III	0.7837	78.37%
Estrogen receptor binding	+	0.7775	77.75%
Androgen receptor binding	+	0.5905	59.05%
Thyroid receptor binding	+	0.7108	71.08%
Glucocorticoid receptor binding	+	0.7490	74.90%
Aromatase binding	+	0.5817	58.17%
PPAR gamma	-	0.6910	69.10%
Honey bee toxicity	-	0.8781	87.81%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8982	89.82%

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	98.53%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.47%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.34%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.30%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	90.33%	95.93%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.73%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.79%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.94%	90.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.71%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.30%	95.89%
CHEMBL1871	P10275	Androgen Receptor	83.70%	96.43%
CHEMBL3012	Q13946	Phosphodiesterase 7A	83.67%	99.29%
CHEMBL238	Q01959	Dopamine transporter	80.25%	95.88%

Plants that contains it

• Sideritis serrata

Cross-Links

• PubChem: 14488133
• LOTUS: LTS0256989
• wikiData: Q105350225