Isovelleral

Details

• Internal ID: 3b7b4f97-2eec-443b-b3b2-dcced8ef4f45
• Taxonomy: Organic oxygen compounds > Organic oxides
• IUPAC Name: (1aS,3aS,6aS,6bR)-5,5,6b-trimethyl-3a,4,6,6a-tetrahydro-1H-cyclopropa[e]indene-1a,2-dicarbaldehyde
• InChI: InChI=1S/C15H20O2/c1-13(2)5-10-4-11(7-16)15(9-17)8-14(15,3)12(10)6-13/h4,7,9-10,12H,5-6,8H2,1-3H3/t10-,12+,14-,15-/m1/s1
• InChI Key: PJAAESPGJOSQGZ-DZGBDDFRSA-N
• Popularity: 60 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 37841-91-1
• Iso-Velleral
• (+)-Isovelleral
• marasmane
• CCRIS 1699
• NSC 299922
• (1aS,3aS,6aS,6bR)-5,5,6b-trimethyl-3a,4,6,6a-tetrahydro-1H-cyclopropa[e]indene-1a,2-dicarbaldehyde
• MLS000517255
• CHEBI:6070
• CHEMBL518292
• 475W04BXJ7
• SMR000127505
• Cycloprop[e]indene-1a,2(1H)-dicarboxaldehyde, 3a,4,5,6,6a,6b-hexahydro-5,5,6b-trimethyl-, (1aS,3aS,6aS,6bR)-
• BRN 2506661
• UNII-475W04BXJ7
• NSC299922
• NSC-299922
• TRPV1 antagonist
• Isovelleral, solid
• cid_37839
• GTPL6287
• SCHEMBL15159483
• BDBM61009
• DTXSID201032002
• NCGC00247038-01
• Cycloprop(e)indene-1a,2(1H)-dicarboxaldehyde, 3a,4,5,6,6a,6b-hexahydro-5,5,6b-trimethyl-, (1aS-(1a-alpha,3a-beta,6a-beta,6b-alpha))-
• C09692
• M01901
• Q27894435
• (1AS,3AS,6AS,6BR)-5,5,6B-TRIMETHYL-1H,1AH,3AH,4H,5H,6H,6AH,6BH-CYCLOPROPA[E]INDENE-1A,2-DICARBALDEHYDE
• (1aS,3aS,6aS,6bR)-5,5,6b-trimethyl-3a,4,6, 6a-tetrahydro-1H-cyclopropa[e]indene-1a,2-dicarbaldehyde
• (1aS,3aS,6aS,6bR)-5,5,6b-trimethyl-3a,4,6,6a-tetrahydro-1H-cycloprop[e]indene-1a,2-dicarbaldehyde
• (1aS,3aS,6aS,6bR)-5,5,6b-trimethyl-3a,4,6,6a-tetrahydro-1H-cyclopropa[e]indene-1a,2-dicarboxaldehyde
• CYCLOPROP(E)INDENE-1A,2(1H)-DICARBOXALDEHYDE, 3A,4,5,6,6A,6B-HEXAHYDRO-5,5,6B-TRIMETHYL-, (1AS-(1A-.ALPHA.,3A-.BETA.,6A-.BETA.,6B-.ALPHA.))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.8653	86.53%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Lysosomes	0.4426	44.26%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.8537	85.37%
OATP1B3 inhibitior	+	0.9219	92.19%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7747	77.47%
P-glycoprotein inhibitior	-	0.9395	93.95%
P-glycoprotein substrate	-	0.9362	93.62%
CYP3A4 substrate	+	0.5163	51.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8425	84.25%
CYP3A4 inhibition	-	0.7688	76.88%
CYP2C9 inhibition	-	0.7398	73.98%
CYP2C19 inhibition	-	0.6315	63.15%
CYP2D6 inhibition	-	0.9355	93.55%
CYP1A2 inhibition	-	0.7317	73.17%
CYP2C8 inhibition	-	0.7854	78.54%
CYP inhibitory promiscuity	-	0.6457	64.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7630	76.30%
Carcinogenicity (trinary)	Non-required	0.5733	57.33%
Eye corrosion	-	0.9569	95.69%
Eye irritation	-	0.8926	89.26%
Skin irritation	+	0.5755	57.55%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	+	0.9800	98.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5711	57.11%
Micronuclear	-	0.8426	84.26%
Hepatotoxicity	-	0.6343	63.43%
skin sensitisation	+	0.7773	77.73%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5775	57.75%
Acute Oral Toxicity (c)	III	0.5963	59.63%
Estrogen receptor binding	-	0.5125	51.25%
Androgen receptor binding	+	0.5438	54.38%
Thyroid receptor binding	-	0.6022	60.22%
Glucocorticoid receptor binding	-	0.6216	62.16%
Aromatase binding	+	0.5786	57.86%
PPAR gamma	-	0.6870	68.70%
Honey bee toxicity	-	0.9115	91.15%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1075322	Q9Y2T6	G-protein coupled receptor 55	500 nM	EC50	via Super-PRED
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	253 nM	IC50	via Super-PRED
CHEMBL6007	O75762	Transient receptor potential cation channel subfamily A member 1	590 nM	EC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.55%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.45%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.63%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.70%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.16%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.23%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	84.52%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.94%	91.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 37839
• LOTUS: LTS0023077
• wikiData: Q27894435