Isoaspinonene

Details

• Internal ID: 4e3d4b43-6241-4dca-a82b-719519015ef4
• Taxonomy: Organoheterocyclic compounds > Oxolanes
• IUPAC Name: (2R,3R,4R)-4-[(E,3S)-3-hydroxybut-1-enyl]-2-methyloxolane-3,4-diol
• SMILES (Canonical): CC1C(C(CO1)(C=CC(C)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@](CO1)(/C=C/[C@H](C)O)O)O
• InChI: InChI=1S/C9H16O4/c1-6(10)3-4-9(12)5-13-7(2)8(9)11/h3-4,6-8,10-12H,5H2,1-2H3/b4-3+/t6-,7+,8+,9+/m0/s1
• InChI Key: WVNQHQYHHHQGLQ-YKWSYBCASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₆O₄
• Molecular Weight: 188.22 g/mol
• Exact Mass: 188.10485899 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.57
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8817	88.17%
Caco-2	-	0.7173	71.73%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6224	62.24%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.9486	94.86%
OATP1B3 inhibitior	+	0.9632	96.32%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9520	95.20%
P-glycoprotein inhibitior	-	0.9739	97.39%
P-glycoprotein substrate	-	0.9050	90.50%
CYP3A4 substrate	-	0.5738	57.38%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8093	80.93%
CYP3A4 inhibition	-	0.9635	96.35%
CYP2C9 inhibition	-	0.9180	91.80%
CYP2C19 inhibition	-	0.9222	92.22%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.8148	81.48%
CYP2C8 inhibition	-	0.9633	96.33%
CYP inhibitory promiscuity	-	0.9438	94.38%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5568	55.68%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.9645	96.45%
Skin irritation	-	0.6985	69.85%
Skin corrosion	-	0.8645	86.45%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6878	68.78%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5801	58.01%
skin sensitisation	-	0.7978	79.78%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8299	82.99%
Acute Oral Toxicity (c)	III	0.5403	54.03%
Estrogen receptor binding	-	0.8235	82.35%
Androgen receptor binding	-	0.7125	71.25%
Thyroid receptor binding	-	0.6058	60.58%
Glucocorticoid receptor binding	-	0.5230	52.30%
Aromatase binding	-	0.8884	88.84%
PPAR gamma	-	0.7979	79.79%
Honey bee toxicity	-	0.8445	84.45%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	-	0.5811	58.11%

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	94.13%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.88%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.76%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.96%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.93%	97.09%
CHEMBL2581	P07339	Cathepsin D	83.55%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.74%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.04%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21635251
• LOTUS: LTS0017987
• wikiData: Q77573068