15-Chloro-8,13,14-trihydroxy-1,12-dimethyl-6-propan-2-yl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,6-diene-4,11-dione

Details

• Internal ID: 27efd8a2-608d-405b-a97f-c67bc61d6718
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 15-chloro-8,13,14-trihydroxy-1,12-dimethyl-6-propan-2-yl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,6-diene-4,11-dione
• SMILES (Canonical): CC(C)C1=C2C(C3C4C(C(C(C(C4(C2=CC(=O)O1)C)Cl)O)O)(C(=O)O3)C)O
• SMILES (Isomeric): CC(C)C1=C2C(C3C4C(C(C(C(C4(C2=CC(=O)O1)C)Cl)O)O)(C(=O)O3)C)O
• InChI: InChI=1S/C19H23ClO7/c1-6(2)12-9-7(5-8(21)26-12)18(3)14-13(10(9)22)27-17(25)19(14,4)16(24)11(23)15(18)20/h5-6,10-11,13-16,22-24H,1-4H3
• InChI Key: JQTUIDMFWHSNIR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₃ClO₇
• Molecular Weight: 398.80 g/mol
• Exact Mass: 398.1132308 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.96
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9590	95.90%
Caco-2	-	0.7058	70.58%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6622	66.22%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.8779	87.79%
OATP1B3 inhibitior	+	0.8986	89.86%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7506	75.06%
P-glycoprotein inhibitior	-	0.6823	68.23%
P-glycoprotein substrate	-	0.6383	63.83%
CYP3A4 substrate	+	0.5791	57.91%
CYP2C9 substrate	-	0.7921	79.21%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	-	0.9348	93.48%
CYP2C9 inhibition	-	0.6027	60.27%
CYP2C19 inhibition	-	0.7181	71.81%
CYP2D6 inhibition	-	0.9137	91.37%
CYP1A2 inhibition	-	0.7530	75.30%
CYP2C8 inhibition	-	0.7986	79.86%
CYP inhibitory promiscuity	-	0.7796	77.96%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8438	84.38%
Carcinogenicity (trinary)	Danger	0.6183	61.83%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9540	95.40%
Skin irritation	-	0.7002	70.02%
Skin corrosion	-	0.8731	87.31%
Ames mutagenesis	+	0.5763	57.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.7483	74.83%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.5803	58.03%
skin sensitisation	-	0.7826	78.26%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.7062	70.62%
Acute Oral Toxicity (c)	III	0.4986	49.86%
Estrogen receptor binding	+	0.6076	60.76%
Androgen receptor binding	+	0.6166	61.66%
Thyroid receptor binding	+	0.5614	56.14%
Glucocorticoid receptor binding	+	0.6232	62.32%
Aromatase binding	-	0.5343	53.43%
PPAR gamma	+	0.6596	65.96%
Honey bee toxicity	-	0.7203	72.03%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9881	98.81%

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	97.09%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	91.08%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.90%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.21%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	87.97%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.65%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.88%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.98%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.57%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.52%	94.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.22%	85.11%

Plants that contains it

• Podocarpus macrophyllus

Cross-Links

• PubChem: 72958102
• LOTUS: LTS0028934
• wikiData: Q105133669