beta-Isocomene

Details

• Internal ID: 5ddc935a-94e7-47ac-96aa-211c7921b2ed
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Angular triquinanes
• IUPAC Name: (1R,2R,5S,8S)-2,5,8-trimethyl-6-methylidenetricyclo[6.3.0.01,5]undecane
• SMILES (Canonical): CC1CCC2(C13CCCC3(CC2=C)C)C
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@]13CCC[C@]3(CC2=C)C)C
• InChI: InChI=1S/C15H24/c1-11-6-9-14(4)12(2)10-13(3)7-5-8-15(11,13)14/h11H,2,5-10H2,1,3-4H3/t11-,13+,14+,15-/m1/s1
• InChI Key: KPKLYXVMHOVJJL-UQOMUDLDSA-N
• Popularity: 3 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: 5.10
• Atomic LogP (AlogP): 4.56
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• beta-isocomene
• 71596-72-0
• Cyclopenta(c)pentalene, decahydro-1,3a,5a-trimethyl-4-methylene-, (1alpha,3aalpha,5abeta,8aR*)-(+-)-
• .beta.-Isocomene
• (?)-beta-Isocomene
• KPKLYXVMHOVJJL-UQOMUDLDSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	+	0.8154	81.54%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.8286	82.86%
Subcellular localzation	Lysosomes	0.7975	79.75%
OATP2B1 inhibitior	-	0.8447	84.47%
OATP1B1 inhibitior	+	0.9200	92.00%
OATP1B3 inhibitior	+	0.8834	88.34%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8253	82.53%
P-glycoprotein inhibitior	-	0.9394	93.94%
P-glycoprotein substrate	-	0.8687	86.87%
CYP3A4 substrate	+	0.5112	51.12%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	-	0.7431	74.31%
CYP3A4 inhibition	-	0.8702	87.02%
CYP2C9 inhibition	-	0.8013	80.13%
CYP2C19 inhibition	-	0.7460	74.60%
CYP2D6 inhibition	-	0.9436	94.36%
CYP1A2 inhibition	-	0.7020	70.20%
CYP2C8 inhibition	-	0.8847	88.47%
CYP inhibitory promiscuity	-	0.7490	74.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.4527	45.27%
Eye corrosion	-	0.9072	90.72%
Eye irritation	+	0.9105	91.05%
Skin irritation	+	0.5387	53.87%
Skin corrosion	-	0.9792	97.92%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6724	67.24%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	+	0.5469	54.69%
skin sensitisation	+	0.8364	83.64%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.5633	56.33%
Acute Oral Toxicity (c)	III	0.7802	78.02%
Estrogen receptor binding	-	0.8941	89.41%
Androgen receptor binding	+	0.5472	54.72%
Thyroid receptor binding	-	0.8135	81.35%
Glucocorticoid receptor binding	-	0.8578	85.78%
Aromatase binding	-	0.7228	72.28%
PPAR gamma	-	0.8258	82.58%
Honey bee toxicity	-	0.9081	90.81%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.7300	73.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.03%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.98%	91.11%
CHEMBL2581	P07339	Cathepsin D	83.89%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.89%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.66%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.55%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.02%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.61%	82.69%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.13%	93.04%

Plants that contains it

• Arnebia euchroma
• Arnebia guttata
• Filago congesta
• Helichrysum harveyanum
• Lithospermum erythrorhizon

Cross-Links

• PubChem: 10910652
• NPASS: NPC85123
• LOTUS: LTS0130671
• wikiData: Q105144259