Isocannabispiran

Details

• Internal ID: f239934b-49bd-48e1-9f5c-215345433f8d
• Taxonomy: Benzenoids > Indanes > Indan-1-spirocyclohexanes
• IUPAC Name: 6-hydroxy-4-methoxyspiro[1,2-dihydroindene-3,4'-cyclohexane]-1'-one
• InChI: InChI=1S/C15H18O3/c1-18-13-9-12(17)8-10-2-5-15(14(10)13)6-3-11(16)4-7-15/h8-9,17H,2-7H2,1H3
• InChI Key: ZKJMXTKGSQHXEC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 3FX4AH2PVW
• UNII-3FX4AH2PVW
• 72468-78-1
• Spiro(cyclohexane-1,1'-(1H)inden)-4-one, 2',3'-dihydro-5'-hydroxy-7'-methoxy-
• RefChem:39760
• SCHEMBL29613618
• XCA46878

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8260	82.60%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8720	87.20%
OATP2B1 inhibitior	-	0.8509	85.09%
OATP1B1 inhibitior	+	0.9268	92.68%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7000	70.00%
P-glycoprotein inhibitior	-	0.9384	93.84%
P-glycoprotein substrate	-	0.8765	87.65%
CYP3A4 substrate	+	0.5587	55.87%
CYP2C9 substrate	-	0.5904	59.04%
CYP2D6 substrate	+	0.4117	41.17%
CYP3A4 inhibition	-	0.8396	83.96%
CYP2C9 inhibition	-	0.6521	65.21%
CYP2C19 inhibition	+	0.6709	67.09%
CYP2D6 inhibition	-	0.9088	90.88%
CYP1A2 inhibition	+	0.6971	69.71%
CYP2C8 inhibition	-	0.7493	74.93%
CYP inhibitory promiscuity	-	0.8165	81.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8120	81.20%
Carcinogenicity (trinary)	Non-required	0.4139	41.39%
Eye corrosion	-	0.9746	97.46%
Eye irritation	+	0.9205	92.05%
Skin irritation	-	0.6282	62.82%
Skin corrosion	-	0.9529	95.29%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5140	51.40%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5521	55.21%
skin sensitisation	-	0.9271	92.71%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7503	75.03%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6406	64.06%
Acute Oral Toxicity (c)	III	0.6216	62.16%
Estrogen receptor binding	+	0.5478	54.78%
Androgen receptor binding	+	0.5805	58.05%
Thyroid receptor binding	-	0.6690	66.90%
Glucocorticoid receptor binding	+	0.5385	53.85%
Aromatase binding	-	0.6378	63.78%
PPAR gamma	+	0.5203	52.03%
Honey bee toxicity	-	0.8926	89.26%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5149	51.49%
Fish aquatic toxicity	+	0.8805	88.05%

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	97.35%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.62%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.40%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.69%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.18%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.02%	94.00%
CHEMBL2581	P07339	Cathepsin D	87.34%	98.95%
CHEMBL2535	P11166	Glucose transporter	86.45%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.79%	93.99%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	80.24%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.01%	91.07%

Plants that contains it

• Cannabis sativa

Cross-Links

• PubChem: 154496776
• LOTUS: LTS0229530
• wikiData: Q105378514