(1R,2E,5R,6E,8S,12S)-1,5-dimethyl-11-methylidene-8-propan-2-yl-15-oxabicyclo[10.2.1]pentadeca-2,6-dien-5-ol

Details

• Internal ID: 7bdeb5cf-de2b-4a74-9d89-75cef8a10672
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,2E,5R,6E,8S,12S)-1,5-dimethyl-11-methylidene-8-propan-2-yl-15-oxabicyclo[10.2.1]pentadeca-2,6-dien-5-ol
• SMILES (Canonical): CC(C)C1CCC(=C)C2CCC(O2)(C=CCC(C=C1)(C)O)C
• SMILES (Isomeric): CC(C)[C@@H]\1CCC(=C)[C@@H]2CC[C@@](O2)(/C=C/C[C@@](/C=C1)(C)O)C
• InChI: InChI=1S/C20H32O2/c1-15(2)17-8-7-16(3)18-10-14-20(5,22-18)12-6-11-19(4,21)13-9-17/h6,9,12-13,15,17-18,21H,3,7-8,10-11,14H2,1-2,4-5H3/b12-6+,13-9+/t17-,18+,19-,20+/m1/s1
• InChI Key: SOCRUWBAQPJTHY-WMIFLTCZSA-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): 29.50 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.80
• 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	+	0.9953	99.53%
Caco-2	+	0.7571	75.71%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.5019	50.19%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8941	89.41%
OATP1B3 inhibitior	+	0.8938	89.38%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5644	56.44%
P-glycoprotein inhibitior	-	0.8222	82.22%
P-glycoprotein substrate	-	0.7487	74.87%
CYP3A4 substrate	+	0.5849	58.49%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.7897	78.97%
CYP3A4 inhibition	-	0.7803	78.03%
CYP2C9 inhibition	-	0.8291	82.91%
CYP2C19 inhibition	-	0.6296	62.96%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	-	0.5150	51.50%
CYP2C8 inhibition	-	0.6582	65.82%
CYP inhibitory promiscuity	-	0.9026	90.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5774	57.74%
Eye corrosion	-	0.9576	95.76%
Eye irritation	-	0.8958	89.58%
Skin irritation	+	0.5258	52.58%
Skin corrosion	-	0.9446	94.46%
Ames mutagenesis	-	0.7019	70.19%
Human Ether-a-go-go-Related Gene inhibition	-	0.4016	40.16%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5514	55.14%
skin sensitisation	+	0.6092	60.92%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7518	75.18%
Acute Oral Toxicity (c)	III	0.6822	68.22%
Estrogen receptor binding	+	0.5772	57.72%
Androgen receptor binding	-	0.7434	74.34%
Thyroid receptor binding	+	0.6998	69.98%
Glucocorticoid receptor binding	+	0.7509	75.09%
Aromatase binding	-	0.6389	63.89%
PPAR gamma	-	0.6453	64.53%
Honey bee toxicity	-	0.8853	88.53%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8824	88.24%

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	95.82%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.65%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.00%	97.25%
CHEMBL2039	P27338	Monoamine oxidase B	91.97%	92.51%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.01%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.35%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.56%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.91%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.76%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	83.79%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.48%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.90%	92.62%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.65%	89.67%

Plants that contains it

• Nicotiana tabacum

Cross-Links

• PubChem: 162873811
• LOTUS: LTS0216402
• wikiData: Q105256851