Methyl 13-hydroxy-13-(hydroxymethyl)-5,9-dimethyltetracyclo[10.2.2.01,10.04,9]hexadecane-5-carboxylate

Details

• Internal ID: f0c548a9-6f8b-42d9-af4f-464f17274cdd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
• IUPAC Name: methyl 13-hydroxy-13-(hydroxymethyl)-5,9-dimethyltetracyclo[10.2.2.01,10.04,9]hexadecane-5-carboxylate
• SMILES (Canonical): CC12CCCC(C1CCC34C2CC(CC3)C(C4)(CO)O)(C)C(=O)OC
• SMILES (Isomeric): CC12CCCC(C1CCC34C2CC(CC3)C(C4)(CO)O)(C)C(=O)OC
• InChI: InChI=1S/C21H34O4/c1-18-7-4-8-19(2,17(23)25-3)15(18)6-10-20-9-5-14(11-16(18)20)21(24,12-20)13-22/h14-16,22,24H,4-13H2,1-3H3
• InChI Key: AQBWFAPCQQHZPV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₄
• Molecular Weight: 350.50 g/mol
• Exact Mass: 350.24570956 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9601	96.01%
Caco-2	+	0.7147	71.47%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8352	83.52%
OATP2B1 inhibitior	-	0.8637	86.37%
OATP1B1 inhibitior	+	0.9096	90.96%
OATP1B3 inhibitior	-	0.2431	24.31%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7542	75.42%
BSEP inhibitior	+	0.6880	68.80%
P-glycoprotein inhibitior	-	0.8005	80.05%
P-glycoprotein substrate	-	0.6935	69.35%
CYP3A4 substrate	+	0.6792	67.92%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.8317	83.17%
CYP3A4 inhibition	-	0.7836	78.36%
CYP2C9 inhibition	-	0.7898	78.98%
CYP2C19 inhibition	-	0.8895	88.95%
CYP2D6 inhibition	-	0.9622	96.22%
CYP1A2 inhibition	-	0.7415	74.15%
CYP2C8 inhibition	-	0.7781	77.81%
CYP inhibitory promiscuity	-	0.9755	97.55%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7702	77.02%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9516	95.16%
Skin irritation	-	0.7205	72.05%
Skin corrosion	-	0.9731	97.31%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4560	45.60%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7403	74.03%
skin sensitisation	-	0.8750	87.50%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7546	75.46%
Acute Oral Toxicity (c)	III	0.6588	65.88%
Estrogen receptor binding	+	0.8522	85.22%
Androgen receptor binding	+	0.6390	63.90%
Thyroid receptor binding	+	0.6669	66.69%
Glucocorticoid receptor binding	+	0.8556	85.56%
Aromatase binding	+	0.8087	80.87%
PPAR gamma	-	0.6074	60.74%
Honey bee toxicity	-	0.8144	81.44%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8722	87.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.38%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.64%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.47%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	93.20%	91.07%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.44%	82.69%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.40%	91.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.14%	91.11%
CHEMBL4072	P07858	Cathepsin B	88.51%	93.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.90%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.16%	91.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.43%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.37%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.16%	95.89%
CHEMBL233	P35372	Mu opioid receptor	86.11%	97.93%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.83%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.88%	94.33%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.58%	95.36%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.59%	96.38%
CHEMBL5255	O00206	Toll-like receptor 4	82.29%	92.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.30%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.97%	94.45%
CHEMBL3820	P35557	Hexokinase type IV	80.88%	91.96%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.11%	100.00%

Plants that contains it

• Mallotus nudiflorus

Cross-Links

• PubChem: 74386843
• LOTUS: LTS0137526
• wikiData: Q104916746