(1R,3R,4S)-6,8-dihydroxy-3,4,5-trimethyl-1-(2-oxopropyl)-3,4-dihydro-1H-isochromene-7-carboxylic acid

Details

• Internal ID: d90a4a21-becc-485e-ab45-89a7ea7b2d58
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Salicylic acid and derivatives
• IUPAC Name: (1R,3R,4S)-6,8-dihydroxy-3,4,5-trimethyl-1-(2-oxopropyl)-3,4-dihydro-1H-isochromene-7-carboxylic acid
• SMILES (Canonical): CC1C(OC(C2=C(C(=C(C(=C12)C)O)C(=O)O)O)CC(=O)C)C
• SMILES (Isomeric): C[C@@H]1[C@H](O[C@@H](C2=C(C(=C(C(=C12)C)O)C(=O)O)O)CC(=O)C)C
• InChI: InChI=1S/C16H20O6/c1-6(17)5-10-12-11(7(2)9(4)22-10)8(3)14(18)13(15(12)19)16(20)21/h7,9-10,18-19H,5H2,1-4H3,(H,20,21)/t7-,9-,10-/m1/s1
• InChI Key: PKONROABJCPGSC-SZEHBUNVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₆
• Molecular Weight: 308.33 g/mol
• Exact Mass: 308.12598835 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.65
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7431	74.31%
Caco-2	-	0.5774	57.74%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6494	64.94%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.7885	78.85%
OATP1B3 inhibitior	+	0.9243	92.43%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9255	92.55%
P-glycoprotein inhibitior	-	0.7959	79.59%
P-glycoprotein substrate	-	0.7865	78.65%
CYP3A4 substrate	-	0.5481	54.81%
CYP2C9 substrate	+	0.6338	63.38%
CYP2D6 substrate	-	0.8733	87.33%
CYP3A4 inhibition	-	0.7572	75.72%
CYP2C9 inhibition	-	0.5823	58.23%
CYP2C19 inhibition	-	0.9085	90.85%
CYP2D6 inhibition	-	0.9051	90.51%
CYP1A2 inhibition	-	0.6015	60.15%
CYP2C8 inhibition	-	0.7739	77.39%
CYP inhibitory promiscuity	-	0.7515	75.15%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6308	63.08%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.5359	53.59%
Skin irritation	-	0.7274	72.74%
Skin corrosion	-	0.9216	92.16%
Ames mutagenesis	-	0.5708	57.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.6251	62.51%
Micronuclear	+	0.5459	54.59%
Hepatotoxicity	+	0.5370	53.70%
skin sensitisation	-	0.8292	82.92%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7950	79.50%
Acute Oral Toxicity (c)	I	0.5540	55.40%
Estrogen receptor binding	+	0.6215	62.15%
Androgen receptor binding	+	0.5423	54.23%
Thyroid receptor binding	-	0.5715	57.15%
Glucocorticoid receptor binding	+	0.6439	64.39%
Aromatase binding	-	0.7438	74.38%
PPAR gamma	+	0.5969	59.69%
Honey bee toxicity	-	0.9648	96.48%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9460	94.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.94%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.26%	91.11%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.61%	94.42%
CHEMBL3401	O75469	Pregnane X receptor	86.30%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.74%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.37%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.82%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.14%	93.00%

Plants that contains it

• Picradeniopsis multiflora
• Schkuhria schkuhrioides

Cross-Links

• PubChem: 101273130
• LOTUS: LTS0095126
• wikiData: Q105255666