(1S,4R,6S,8R,11E,15S)-1,8,12-trimethyl-4-prop-1-en-2-yl-7,16-dioxatricyclo[13.1.0.06,8]hexadec-11-ene

Details

• Internal ID: c5738e3d-c9df-4ea0-ad52-e9ab8b89bae6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,4R,6S,8R,11E,15S)-1,8,12-trimethyl-4-prop-1-en-2-yl-7,16-dioxatricyclo[13.1.0.06,8]hexadec-11-ene
• SMILES (Canonical): CC1=CCCC2(C(O2)CC(CCC3(C(O3)CC1)C)C(=C)C)C
• SMILES (Isomeric): C/C/1=C\CC[C@@]2([C@@H](O2)C[C@@H](CC[C@]3([C@@H](O3)CC1)C)C(=C)C)C
• InChI: InChI=1S/C20H32O2/c1-14(2)16-10-12-20(5)17(21-20)9-8-15(3)7-6-11-19(4)18(13-16)22-19/h7,16-18H,1,6,8-13H2,2-5H3/b15-7+/t16-,17+,18+,19-,20+/m1/s1
• InChI Key: NPKDOBIAPZDTFU-RKSCGOAZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 25.10 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 5.18
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.8277	82.77%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Lysosomes	0.4452	44.52%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9583	95.83%
OATP1B3 inhibitior	+	0.9560	95.60%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.5648	56.48%
P-glycoprotein inhibitior	-	0.7582	75.82%
P-glycoprotein substrate	-	0.8241	82.41%
CYP3A4 substrate	+	0.5893	58.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7083	70.83%
CYP3A4 inhibition	-	0.7839	78.39%
CYP2C9 inhibition	+	0.5820	58.20%
CYP2C19 inhibition	+	0.6437	64.37%
CYP2D6 inhibition	-	0.9308	93.08%
CYP1A2 inhibition	+	0.8210	82.10%
CYP2C8 inhibition	-	0.6370	63.70%
CYP inhibitory promiscuity	-	0.8772	87.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Non-required	0.5873	58.73%
Eye corrosion	-	0.9214	92.14%
Eye irritation	-	0.6959	69.59%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6837	68.37%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	+	0.6869	68.69%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5546	55.46%
Acute Oral Toxicity (c)	III	0.7935	79.35%
Estrogen receptor binding	+	0.6561	65.61%
Androgen receptor binding	-	0.5053	50.53%
Thyroid receptor binding	+	0.5799	57.99%
Glucocorticoid receptor binding	+	0.7792	77.92%
Aromatase binding	+	0.5466	54.66%
PPAR gamma	+	0.6981	69.81%
Honey bee toxicity	-	0.8671	86.71%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8957	89.57%

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	96.12%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.10%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.75%	96.09%
CHEMBL230	P35354	Cyclooxygenase-2	90.54%	89.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.74%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.60%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.72%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.67%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.28%	100.00%
CHEMBL4208	P20618	Proteasome component C5	82.43%	90.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.94%	86.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.93%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163195132
• LOTUS: LTS0241449
• wikiData: Q105183085