(3aR,5E,9E,13E,15aS)-6,10,14-trimethyl-3-methylidene-3a,4,7,8,11,12,15,15a-octahydrocyclotetradeca[b]furan-2-one

Details

• Internal ID: a57d7d14-b965-4a93-baaf-05ca65e71c5d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones > Cembranolides
• IUPAC Name: (3aR,5E,9E,13E,15aS)-6,10,14-trimethyl-3-methylidene-3a,4,7,8,11,12,15,15a-octahydrocyclotetradeca[b]furan-2-one
• SMILES (Canonical): CC1=CCCC(=CCC2C(CC(=CCC1)C)OC(=O)C2=C)C
• SMILES (Isomeric): C/C/1=C\CC/C(=C/C[C@H]2[C@H](C/C(=C/CC1)/C)OC(=O)C2=C)/C
• InChI: InChI=1S/C20H28O2/c1-14-7-5-9-15(2)11-12-18-17(4)20(21)22-19(18)13-16(3)10-6-8-14/h7,10-11,18-19H,4-6,8-9,12-13H2,1-3H3/b14-7+,15-11+,16-10+/t18-,19+/m1/s1
• InChI Key: XDYGLOIAEQJWFP-AQHKOHGASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 5.28
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.8147	81.47%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.3608	36.08%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9493	94.93%
OATP1B3 inhibitior	+	0.8751	87.51%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.7542	75.42%
P-glycoprotein inhibitior	-	0.6129	61.29%
P-glycoprotein substrate	-	0.9469	94.69%
CYP3A4 substrate	-	0.5107	51.07%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	-	0.7238	72.38%
CYP2C9 inhibition	-	0.9390	93.90%
CYP2C19 inhibition	-	0.5534	55.34%
CYP2D6 inhibition	-	0.9520	95.20%
CYP1A2 inhibition	+	0.8025	80.25%
CYP2C8 inhibition	-	0.7560	75.60%
CYP inhibitory promiscuity	-	0.9034	90.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5890	58.90%
Eye corrosion	-	0.9225	92.25%
Eye irritation	-	0.7468	74.68%
Skin irritation	+	0.5361	53.61%
Skin corrosion	-	0.9602	96.02%
Ames mutagenesis	-	0.6791	67.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.8271	82.71%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	+	0.5411	54.11%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.8430	84.30%
Acute Oral Toxicity (c)	III	0.6893	68.93%
Estrogen receptor binding	-	0.7556	75.56%
Androgen receptor binding	-	0.5254	52.54%
Thyroid receptor binding	-	0.6280	62.80%
Glucocorticoid receptor binding	-	0.4868	48.68%
Aromatase binding	-	0.7300	73.00%
PPAR gamma	+	0.5490	54.90%
Honey bee toxicity	-	0.8231	82.31%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9843	98.43%

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	94.83%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.58%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	85.67%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.80%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.99%	97.09%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.51%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	80.02%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23424755
• LOTUS: LTS0222207
• wikiData: Q105326145