(-)-Isolongifolene

Details

• Internal ID: 32363eb8-ae2b-4e28-a7c3-ba6c3c210314
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,8S)-2,2,7,7-tetramethyltricyclo[6.2.1.01,6]undec-5-ene
• SMILES (Canonical): CC1(CCC=C2C13CCC(C3)C2(C)C)C
• SMILES (Isomeric): CC1(CCC=C2[C@@]13CC[C@@H](C3)C2(C)C)C
• InChI: InChI=1S/C15H24/c1-13(2)8-5-6-12-14(3,4)11-7-9-15(12,13)10-11/h6,11H,5,7-10H2,1-4H3/t11-,15-/m0/s1
• InChI Key: CQUAYTJDLQBXCQ-NHYWBVRUSA-N
• Popularity: 92 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄
• Molecular Weight: 204.35 g/mol
• Exact Mass: 204.187800766 g/mol
• Topological Polar Surface Area (TPSA): 0.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.56
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• (-)-Isolongifolene
• 1135-66-6
• iso-Longifolene
• (+/-)-Isolongifolene
• Isolongifolene, (-)-
• Isolongifolene, (+/-)-
• PX6N25M90H
• UNII-E0LN4V7EY4
• E0LN4V7EY4
• UNII-PX6N25M90H
• 2H-2,4a-Methanonaphthalene, 1,3,4,5,6,7-hexahydro-1,1,5,5-tetramethyl-
• DTXSID1044518
• EINECS 214-494-2
• 2H-2,4a-Methanonaphthalene, 1,3,4,5,6,7-hexahydro-1,1,5,5-tetramethyl-, (+/-)-
• 2H-2,4a-Methanonaphthalene, 1,3,4,5,6,7-hexahydro-1,1,5,5-tetramethyl-, (2S,4aR)-
• 17015-38-2
• (2S)-1,3,4,5,6,7-Hexahydro-1,1,5,5-tetramethyl-2H-2,4a-methanonaphthalene
• 2H-2,4a-Methanonaphthalene,1,3,4,5,6,7-hexahydro-1,1,5,5-tetramethyl-, (2S,4aR)-
• 2H-2alpha,4aalpha-Methanonaphthalene, 1,3,4,5,6,7-hexahydro-1,1,5,5-tetramethyl-, (+/-)-
• 2H-2,4a-Methanonaphthalene, 1,3,4,5,6,7-hexahydro-1,1,5,5-tetramethyl-, (2S,4aR)-(-)-
• (1R)-2,2,7,7-Tetramethyltricyclo[6.2.1.01.6]undec-5-ene
• CHEMBL3183415
• DTXCID9024518
• 2H-2,4a-Methanonaphthalene, 1,3,4,5,6,7-hexahydro-1,1,5,5-tetramethyl-, (2S-cis)-
• HY-N7363
• Tox21_302253
• MFCD00042616
• (-)-Isolongifolene(-)-Isolongifolene
• NCGC00255851-01
• CAS-1135-66-6
• CS-0113874
• J-002993
• Q63392412
• (-)-Isolongifolene, >=98.0% (sum of enantiomers, GC)
• NAPHTHALENE, 1,3,4,5,6,7-HEXAHYDRO-1,1,5,5-TETRAMETHYL-2H-2,4A-METHANO-, (2S)-
• (2S) - 1,3,4,5,6,7 - hexahydro - 1,1,5,5 - tetramethyl - 2H - 2,4a - methanonaphthalene
• 2H-2.ALPHA.,4A.ALPHA.-METHANONAPHTHALENE, 1,3,4,5,6,7-HEXAHYDRO-1,1,5,5-TETRAMETHYL-, (+/-)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.9573	95.73%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Lysosomes	0.6599	65.99%
OATP2B1 inhibitior	-	0.8471	84.71%
OATP1B1 inhibitior	+	0.9469	94.69%
OATP1B3 inhibitior	+	0.9366	93.66%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9397	93.97%
P-glycoprotein inhibitior	-	0.9613	96.13%
P-glycoprotein substrate	-	0.8060	80.60%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6027	60.27%
CYP2D6 substrate	-	0.7518	75.18%
CYP3A4 inhibition	-	0.8844	88.44%
CYP2C9 inhibition	-	0.6765	67.65%
CYP2C19 inhibition	-	0.5653	56.53%
CYP2D6 inhibition	-	0.9244	92.44%
CYP1A2 inhibition	-	0.8463	84.63%
CYP2C8 inhibition	-	0.8934	89.34%
CYP inhibitory promiscuity	-	0.5427	54.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.4531	45.31%
Eye corrosion	-	0.9536	95.36%
Eye irritation	+	0.8016	80.16%
Skin irritation	-	0.6648	66.48%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3594	35.94%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.5728	57.28%
skin sensitisation	+	0.8327	83.27%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.4902	49.02%
Acute Oral Toxicity (c)	III	0.7233	72.33%
Estrogen receptor binding	-	0.9280	92.80%
Androgen receptor binding	-	0.5889	58.89%
Thyroid receptor binding	-	0.7357	73.57%
Glucocorticoid receptor binding	-	0.8661	86.61%
Aromatase binding	+	0.6135	61.35%
PPAR gamma	-	0.8754	87.54%
Honey bee toxicity	-	0.9232	92.32%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.71%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.54%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.64%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.74%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.10%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.79%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.07%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.35%	95.89%

Plants that contains it

• Acorus calamus
• Acorus calamus var. angustatus
• Acorus gramineus
• Alpinia latilabris
• Daucus carota
• Hypericum perforatum
• Lantana camara
• Larix sibirica
• Lobelia inflata
• Panax ginseng
• Rhododendron dauricum
• Schisandra chinensis
• Valeriana officinalis

Cross-Links

• PubChem: 11127402
• NPASS: NPC200129
• LOTUS: LTS0255772
• wikiData: Q63392412