13-Hydroxy-1,12-dimethyl-6-propan-2-yl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,7-diene-4,11-dione

Details

• Internal ID: 3be8bf5f-dcda-465a-9ff1-ad3e50e701f0
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 13-hydroxy-1,12-dimethyl-6-propan-2-yl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,7-diene-4,11-dione
• SMILES (Canonical): CC(C)C1C2=CC3C4C(C2=CC(=O)O1)(CCC(C4(C(=O)O3)C)O)C
• SMILES (Isomeric): CC(C)C1C2=CC3C4C(C2=CC(=O)O1)(CCC(C4(C(=O)O3)C)O)C
• InChI: InChI=1S/C19H24O5/c1-9(2)15-10-7-12-16-18(3,11(10)8-14(21)24-15)6-5-13(20)19(16,4)17(22)23-12/h7-9,12-13,15-16,20H,5-6H2,1-4H3
• InChI Key: VQHKIUOYBKJOOD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₅
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.16237386 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.14
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.5219	52.19%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8019	80.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8766	87.66%
OATP1B3 inhibitior	+	0.8898	88.98%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6032	60.32%
BSEP inhibitior	-	0.8228	82.28%
P-glycoprotein inhibitior	-	0.6047	60.47%
P-glycoprotein substrate	-	0.6308	63.08%
CYP3A4 substrate	+	0.6397	63.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8828	88.28%
CYP3A4 inhibition	-	0.6481	64.81%
CYP2C9 inhibition	-	0.8569	85.69%
CYP2C19 inhibition	-	0.9574	95.74%
CYP2D6 inhibition	-	0.9434	94.34%
CYP1A2 inhibition	-	0.8319	83.19%
CYP2C8 inhibition	-	0.9071	90.71%
CYP inhibitory promiscuity	-	0.9567	95.67%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4114	41.14%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9816	98.16%
Skin irritation	+	0.5620	56.20%
Skin corrosion	-	0.7648	76.48%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8086	80.86%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5558	55.58%
skin sensitisation	-	0.7130	71.30%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6322	63.22%
Acute Oral Toxicity (c)	I	0.3898	38.98%
Estrogen receptor binding	+	0.6670	66.70%
Androgen receptor binding	+	0.5851	58.51%
Thyroid receptor binding	+	0.5550	55.50%
Glucocorticoid receptor binding	+	0.6459	64.59%
Aromatase binding	-	0.6684	66.84%
PPAR gamma	+	0.6593	65.93%
Honey bee toxicity	-	0.8002	80.02%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9469	94.69%

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	93.38%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.42%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.15%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.71%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.28%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.82%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.47%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.53%	91.11%
CHEMBL5203	P33316	dUTP pyrophosphatase	85.09%	99.18%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.17%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.03%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.59%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.37%	97.14%

Plants that contains it

• Nageia nagi
• Podocarpus macrophyllus

Cross-Links

• PubChem: 73818364
• LOTUS: LTS0163280
• wikiData: Q105291247