Clearanol I

Details

• Internal ID: f2e90d3c-1736-4b0f-92fb-fd546077c0ee
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3R,4S)-8-hydroxy-3-(hydroxymethyl)-6-methoxy-4,5-dimethyl-3,4-dihydroisochromen-1-one
• SMILES (Canonical): CC1C(OC(=O)C2=C1C(=C(C=C2O)OC)C)CO
• SMILES (Isomeric): C[C@@H]1[C@@H](OC(=O)C2=C1C(=C(C=C2O)OC)C)CO
• InChI: InChI=1S/C13H16O5/c1-6-9(17-3)4-8(15)12-11(6)7(2)10(5-14)18-13(12)16/h4,7,10,14-15H,5H2,1-3H3/t7-,10+/m1/s1
• InChI Key: VUCFYJGVEJZFMU-XCBNKYQSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₅
• Molecular Weight: 252.26 g/mol
• Exact Mass: 252.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.34
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL4176729

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9497	94.97%
Caco-2	-	0.5440	54.40%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6749	67.49%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.8476	84.76%
OATP1B3 inhibitior	-	0.2217	22.17%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9436	94.36%
P-glycoprotein inhibitior	-	0.8985	89.85%
P-glycoprotein substrate	-	0.9180	91.80%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.6245	62.45%
CYP2D6 substrate	-	0.8497	84.97%
CYP3A4 inhibition	-	0.9348	93.48%
CYP2C9 inhibition	-	0.8988	89.88%
CYP2C19 inhibition	-	0.8588	85.88%
CYP2D6 inhibition	-	0.8919	89.19%
CYP1A2 inhibition	-	0.5750	57.50%
CYP2C8 inhibition	-	0.8162	81.62%
CYP inhibitory promiscuity	-	0.6799	67.99%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7435	74.35%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.6925	69.25%
Skin irritation	-	0.8020	80.20%
Skin corrosion	-	0.9762	97.62%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.8095	80.95%
Micronuclear	-	0.5767	57.67%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.8789	87.89%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6981	69.81%
Acute Oral Toxicity (c)	III	0.6724	67.24%
Estrogen receptor binding	-	0.6277	62.77%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5053	50.53%
Glucocorticoid receptor binding	-	0.5185	51.85%
Aromatase binding	-	0.7864	78.64%
PPAR gamma	-	0.6199	61.99%
Honey bee toxicity	-	0.8639	86.39%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.6955	69.55%

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	97.28%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	94.97%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.44%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.16%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.44%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.62%	86.33%
CHEMBL2581	P07339	Cathepsin D	86.14%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.88%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.27%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.59%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.59%	96.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.57%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.05%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590493
• LOTUS: LTS0022666
• wikiData: Q105293199