(-)-Spiroviolene

Details

• Internal ID: 83e5961c-ff8a-4d61-811e-ce310fe709d7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Linear triquinanes
• IUPAC Name: (2'R,3aS,3bR,5'R,6aR)-2',4,4,5',6a-pentamethylspiro[2,3,3a,3b,5,6-hexahydrocyclopenta[a]pentalene-1,1'-cyclopentane]
• SMILES (Canonical): CC1CCC(C12CCC3C2=CC4(C3C(CC4)(C)C)C)C
• SMILES (Isomeric): C[C@@H]1CC[C@H](C12CC[C@@H]3C2=C[C@@]4([C@H]3C(CC4)(C)C)C)C
• InChI: InChI=1S/C20H32/c1-13-6-7-14(2)20(13)9-8-15-16(20)12-19(5)11-10-18(3,4)17(15)19/h12-15,17H,6-11H2,1-5H3/t13-,14-,15-,17-,19-/m1/s1
• InChI Key: RCIADIYJKCSKCC-SDAMIPCISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂
• Molecular Weight: 272.50 g/mol
• Exact Mass: 272.250401021 g/mol
• Topological Polar Surface Area (TPSA): 0.00 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 5.83
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• Spiroviolene
• C21661

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.8667	86.67%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.6746	67.46%
OATP2B1 inhibitior	-	0.8520	85.20%
OATP1B1 inhibitior	+	0.9136	91.36%
OATP1B3 inhibitior	+	0.9659	96.59%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8117	81.17%
P-glycoprotein inhibitior	-	0.7490	74.90%
P-glycoprotein substrate	-	0.7791	77.91%
CYP3A4 substrate	+	0.5228	52.28%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	-	0.7431	74.31%
CYP3A4 inhibition	-	0.9267	92.67%
CYP2C9 inhibition	-	0.7215	72.15%
CYP2C19 inhibition	-	0.6971	69.71%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	-	0.7711	77.11%
CYP2C8 inhibition	-	0.7725	77.25%
CYP inhibitory promiscuity	-	0.7639	76.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Warning	0.4611	46.11%
Eye corrosion	-	0.8903	89.03%
Eye irritation	-	0.7877	78.77%
Skin irritation	+	0.5644	56.44%
Skin corrosion	-	0.9734	97.34%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6697	66.97%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	+	0.5416	54.16%
skin sensitisation	+	0.8633	86.33%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.5651	56.51%
Acute Oral Toxicity (c)	III	0.7493	74.93%
Estrogen receptor binding	+	0.5473	54.73%
Androgen receptor binding	+	0.6198	61.98%
Thyroid receptor binding	+	0.6887	68.87%
Glucocorticoid receptor binding	-	0.5701	57.01%
Aromatase binding	-	0.5592	55.92%
PPAR gamma	-	0.6718	67.18%
Honey bee toxicity	-	0.9044	90.44%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.8500	85.00%
Fish aquatic toxicity	+	0.9952	99.52%

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	93.25%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.24%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.76%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.91%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.87%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.70%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.15%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 129320305
• LOTUS: LTS0198077
• wikiData: Q74411014