(1S,6R,9R,12S,15R,16R)-15-hydroxy-6-[(2R)-1-hydroxypropan-2-yl]-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,7,13-triene-4,11-dione

Details

• Internal ID: 931cebaa-4175-4759-bc7c-3e11e655aa3b
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1S,6R,9R,12S,15R,16R)-15-hydroxy-6-[(2R)-1-hydroxypropan-2-yl]-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,7,13-triene-4,11-dione
• SMILES (Canonical): CC(CO)C1C2=CC3C4C(C=CC(C4(C2=CC(=O)O1)C)O)(C(=O)O3)C
• SMILES (Isomeric): C[C@H](CO)[C@@H]1C2=C[C@@H]3[C@H]4[C@](C=C[C@H]([C@@]4(C2=CC(=O)O1)C)O)(C(=O)O3)C
• InChI: InChI=1S/C19H22O6/c1-9(8-20)15-10-6-12-16-18(2,17(23)24-12)5-4-13(21)19(16,3)11(10)7-14(22)25-15/h4-7,9,12-13,15-16,20-21H,8H2,1-3H3/t9-,12-,13-,15-,16+,18+,19+/m1/s1
• InChI Key: BZKZHYNESFCJDW-SHMBBLIZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₆
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.14163842 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.89
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9745	97.45%
Caco-2	-	0.6311	63.11%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7609	76.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8351	83.51%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8430	84.30%
P-glycoprotein inhibitior	-	0.7082	70.82%
P-glycoprotein substrate	-	0.6025	60.25%
CYP3A4 substrate	+	0.6122	61.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8960	89.60%
CYP3A4 inhibition	-	0.7670	76.70%
CYP2C9 inhibition	-	0.7284	72.84%
CYP2C19 inhibition	-	0.8820	88.20%
CYP2D6 inhibition	-	0.9449	94.49%
CYP1A2 inhibition	-	0.7361	73.61%
CYP2C8 inhibition	-	0.7697	76.97%
CYP inhibitory promiscuity	-	0.6785	67.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.5659	56.59%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.9794	97.94%
Skin irritation	-	0.5553	55.53%
Skin corrosion	-	0.9287	92.87%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8184	81.84%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5162	51.62%
skin sensitisation	-	0.7848	78.48%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5091	50.91%
Acute Oral Toxicity (c)	III	0.4778	47.78%
Estrogen receptor binding	+	0.5689	56.89%
Androgen receptor binding	+	0.5986	59.86%
Thyroid receptor binding	-	0.5561	55.61%
Glucocorticoid receptor binding	+	0.6456	64.56%
Aromatase binding	-	0.5969	59.69%
PPAR gamma	+	0.5408	54.08%
Honey bee toxicity	-	0.8469	84.69%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9316	93.16%

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	94.16%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.90%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.11%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.89%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.51%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.27%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.06%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.18%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.12%	96.47%

Plants that contains it

• Podocarpus macrophyllus

Cross-Links

• PubChem: 44178648
• LOTUS: LTS0136672
• wikiData: Q104950521