14-Hydroxy-5,9,12,13-tetramethyl-16-methylidene-4-oxatricyclo[10.3.1.03,5]hexadeca-1(15),8-dien-2-one

Details

• Internal ID: 61fc541b-2993-4d77-b2dc-885e1155f9e2
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: 14-hydroxy-5,9,12,13-tetramethyl-16-methylidene-4-oxatricyclo[10.3.1.03,5]hexadeca-1(15),8-dien-2-one
• InChI: InChI=1S/C20H28O3/c1-12-7-6-9-20(5)18(23-20)17(22)15-11-16(21)14(3)19(4,10-8-12)13(15)2/h7,11,14,16,18,21H,2,6,8-10H2,1,3-5H3
• InChI Key: VHPDNWQKZMURPV-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.73
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	+	0.6798	67.98%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5931	59.31%
OATP2B1 inhibitior	-	0.8634	86.34%
OATP1B1 inhibitior	+	0.8938	89.38%
OATP1B3 inhibitior	+	0.9676	96.76%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.7361	73.61%
P-glycoprotein inhibitior	-	0.8621	86.21%
P-glycoprotein substrate	-	0.7709	77.09%
CYP3A4 substrate	+	0.6288	62.88%
CYP2C9 substrate	-	0.7724	77.24%
CYP2D6 substrate	-	0.8630	86.30%
CYP3A4 inhibition	-	0.7305	73.05%
CYP2C9 inhibition	-	0.7736	77.36%
CYP2C19 inhibition	-	0.6967	69.67%
CYP2D6 inhibition	-	0.9325	93.25%
CYP1A2 inhibition	+	0.6858	68.58%
CYP2C8 inhibition	-	0.6381	63.81%
CYP inhibitory promiscuity	-	0.9310	93.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5625	56.25%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.9595	95.95%
Skin irritation	+	0.5660	56.60%
Skin corrosion	-	0.9271	92.71%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3660	36.60%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5820	58.20%
skin sensitisation	-	0.6357	63.57%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6166	61.66%
Acute Oral Toxicity (c)	III	0.6483	64.83%
Estrogen receptor binding	+	0.6296	62.96%
Androgen receptor binding	-	0.4855	48.55%
Thyroid receptor binding	+	0.5396	53.96%
Glucocorticoid receptor binding	+	0.5618	56.18%
Aromatase binding	+	0.5561	55.61%
PPAR gamma	+	0.5818	58.18%
Honey bee toxicity	-	0.8338	83.38%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9733	97.33%

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	97.01%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.61%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.61%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.92%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.17%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.54%	86.33%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.68%	86.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.89%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.74%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.76%	96.61%
CHEMBL2581	P07339	Cathepsin D	82.63%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	82.37%	91.49%
CHEMBL1871	P10275	Androgen Receptor	82.33%	96.43%
CHEMBL221	P23219	Cyclooxygenase-1	81.50%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	81.21%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73836333
• LOTUS: LTS0228081
• wikiData: Q104199424