12-Hydroxy-6,10,14-trimethyl-3-methylidene-3a,4,7,8,11,12,15,15a-octahydrocyclotetradeca[b]furan-2-one

Details

• Internal ID: e235a0fd-f615-48b3-af62-c381e30f0da9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones > Cembranolides
• IUPAC Name: 12-hydroxy-6,10,14-trimethyl-3-methylidene-3a,4,7,8,11,12,15,15a-octahydrocyclotetradeca[b]furan-2-one
• SMILES (Canonical): CC1=CCC2C(CC(=CC(CC(=CCC1)C)O)C)OC(=O)C2=C
• SMILES (Isomeric): CC1=CCC2C(CC(=CC(CC(=CCC1)C)O)C)OC(=O)C2=C
• InChI: InChI=1S/C20H28O3/c1-13-6-5-7-14(2)10-17(21)11-15(3)12-19-18(9-8-13)16(4)20(22)23-19/h7-8,11,17-19,21H,4-6,9-10,12H2,1-3H3
• InChI Key: BIDNFRVXQJTBCI-UHFFFAOYSA-N
• Popularity: 0 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): 46.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.25
• 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	+	0.9925	99.25%
Caco-2	+	0.7689	76.89%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5359	53.59%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9203	92.03%
OATP1B3 inhibitior	+	0.9166	91.66%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.7710	77.10%
P-glycoprotein inhibitior	-	0.6139	61.39%
P-glycoprotein substrate	-	0.9155	91.55%
CYP3A4 substrate	+	0.5578	55.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	-	0.6456	64.56%
CYP2C9 inhibition	-	0.9052	90.52%
CYP2C19 inhibition	-	0.7920	79.20%
CYP2D6 inhibition	-	0.9403	94.03%
CYP1A2 inhibition	+	0.6487	64.87%
CYP2C8 inhibition	-	0.6866	68.66%
CYP inhibitory promiscuity	-	0.9388	93.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6248	62.48%
Eye corrosion	-	0.9691	96.91%
Eye irritation	-	0.8251	82.51%
Skin irritation	+	0.5712	57.12%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.6391	63.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.7407	74.07%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.6499	64.99%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.8347	83.47%
Acute Oral Toxicity (c)	III	0.5088	50.88%
Estrogen receptor binding	-	0.6878	68.78%
Androgen receptor binding	-	0.4905	49.05%
Thyroid receptor binding	-	0.6294	62.94%
Glucocorticoid receptor binding	+	0.5813	58.13%
Aromatase binding	-	0.7480	74.80%
PPAR gamma	-	0.5060	50.60%
Honey bee toxicity	-	0.8166	81.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9797	97.97%

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	94.48%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.98%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.02%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.32%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.70%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.54%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.44%	93.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.44%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.13%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162940999
• LOTUS: LTS0270674
• wikiData: Q104936397