5,5-Bis(hydroxymethyl)-9-methyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-7-ol

Details

• Internal ID: 7c8f1fd5-bebe-4238-a4c8-b25427b928f7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 5,5-bis(hydroxymethyl)-9-methyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-7-ol
• SMILES (Canonical): CC12CC(CC(C1CCC34C2CCC(C3)C(=C)C4)(CO)CO)O
• SMILES (Isomeric): CC12CC(CC(C1CCC34C2CCC(C3)C(=C)C4)(CO)CO)O
• InChI: InChI=1S/C20H32O3/c1-13-7-19-6-5-17-18(2,16(19)4-3-14(13)8-19)9-15(23)10-20(17,11-21)12-22/h14-17,21-23H,1,3-12H2,2H3
• InChI Key: MLSYHUFQDGSRNM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9797	97.97%
Caco-2	-	0.5156	51.56%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Lysosomes	0.7279	72.79%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.8962	89.62%
OATP1B3 inhibitior	+	0.9527	95.27%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6149	61.49%
BSEP inhibitior	-	0.6639	66.39%
P-glycoprotein inhibitior	-	0.9001	90.01%
P-glycoprotein substrate	-	0.7328	73.28%
CYP3A4 substrate	+	0.6043	60.43%
CYP2C9 substrate	-	0.6150	61.50%
CYP2D6 substrate	-	0.7353	73.53%
CYP3A4 inhibition	-	0.9360	93.60%
CYP2C9 inhibition	-	0.7738	77.38%
CYP2C19 inhibition	-	0.7263	72.63%
CYP2D6 inhibition	-	0.9031	90.31%
CYP1A2 inhibition	-	0.8451	84.51%
CYP2C8 inhibition	-	0.6803	68.03%
CYP inhibitory promiscuity	-	0.8212	82.12%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6214	62.14%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.7712	77.12%
Skin irritation	-	0.6945	69.45%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6686	66.86%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6976	69.76%
skin sensitisation	-	0.7976	79.76%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5669	56.69%
Acute Oral Toxicity (c)	III	0.6005	60.05%
Estrogen receptor binding	+	0.6598	65.98%
Androgen receptor binding	+	0.5594	55.94%
Thyroid receptor binding	+	0.5870	58.70%
Glucocorticoid receptor binding	+	0.7423	74.23%
Aromatase binding	+	0.6212	62.12%
PPAR gamma	-	0.6392	63.92%
Honey bee toxicity	-	0.8769	87.69%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9523	95.23%

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	95.95%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.94%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.45%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.04%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.78%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.96%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.83%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	85.78%	95.93%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.18%	82.69%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.60%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.98%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	82.80%	95.38%

Plants that contains it

• Citrus japonica
• Psiadia punctulata

Cross-Links

• PubChem: 53396113
• LOTUS: LTS0162710
• wikiData: Q105167068