7-(Hydroxymethyl)-3,11,15,15-tetramethylbicyclo[12.1.0]pentadeca-2,6,10-trien-4-one

Details

• Internal ID: d619960c-8ed6-4e92-89e3-840ef271ea0e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Cembrane diterpenoids
• IUPAC Name: 7-(hydroxymethyl)-3,11,15,15-tetramethylbicyclo[12.1.0]pentadeca-2,6,10-trien-4-one
• SMILES (Canonical): CC1=CCCC(=CCC(=O)C(=CC2C(C2(C)C)CC1)C)CO
• SMILES (Isomeric): CC1=CCCC(=CCC(=O)C(=CC2C(C2(C)C)CC1)C)CO
• InChI: InChI=1S/C20H30O2/c1-14-6-5-7-16(13-21)9-11-19(22)15(2)12-18-17(10-8-14)20(18,3)4/h6,9,12,17-18,21H,5,7-8,10-11,13H2,1-4H3
• InChI Key: TXWGNRBCSDBZHF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.60
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• 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	+	0.7624	76.24%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7267	72.67%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.9314	93.14%
OATP1B3 inhibitior	+	0.9296	92.96%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5314	53.14%
BSEP inhibitior	+	0.6732	67.32%
P-glycoprotein inhibitior	-	0.5608	56.08%
P-glycoprotein substrate	-	0.8257	82.57%
CYP3A4 substrate	+	0.6115	61.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8859	88.59%
CYP3A4 inhibition	-	0.7252	72.52%
CYP2C9 inhibition	-	0.6791	67.91%
CYP2C19 inhibition	-	0.7705	77.05%
CYP2D6 inhibition	-	0.9200	92.00%
CYP1A2 inhibition	-	0.6237	62.37%
CYP2C8 inhibition	-	0.7226	72.26%
CYP inhibitory promiscuity	-	0.8497	84.97%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6038	60.38%
Eye corrosion	-	0.9735	97.35%
Eye irritation	-	0.9325	93.25%
Skin irritation	-	0.5959	59.59%
Skin corrosion	-	0.9687	96.87%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8244	82.44%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5315	53.15%
skin sensitisation	+	0.5192	51.92%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5666	56.66%
Acute Oral Toxicity (c)	III	0.7453	74.53%
Estrogen receptor binding	+	0.6492	64.92%
Androgen receptor binding	-	0.5202	52.02%
Thyroid receptor binding	+	0.6859	68.59%
Glucocorticoid receptor binding	+	0.7003	70.03%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6598	65.98%
Honey bee toxicity	-	0.8841	88.41%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9370	93.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.51%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.28%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.84%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.46%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.76%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.01%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.47%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.92%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.55%	95.89%

Plants that contains it

• Ricinus communis

Cross-Links

• PubChem: 162954410
• LOTUS: LTS0131222
• wikiData: Q105267051