15-[1-(5-Hydroxy-4,5-dimethyl-2,7-dioxabicyclo[2.2.1]heptan-1-yl)ethyl]-2-methyl-8-oxapentacyclo[9.8.0.02,7.07,9.012,17]nonadeca-4,12(17),13,15-tetraen-3-one

Details

• Internal ID: 18094c22-c5ba-4c09-8411-6b041648f6ea
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: 15-[1-(5-hydroxy-4,5-dimethyl-2,7-dioxabicyclo[2.2.1]heptan-1-yl)ethyl]-2-methyl-8-oxapentacyclo[9.8.0.02,7.07,9.012,17]nonadeca-4,12(17),13,15-tetraen-3-one
• SMILES (Canonical): CC(C1=CC2=C(C=C1)C3CC4C5(O4)CC=CC(=O)C5(C3CC2)C)C67CC(C(O6)(CO7)C)(C)O
• SMILES (Isomeric): CC(C1=CC2=C(C=C1)C3CC4C5(O4)CC=CC(=O)C5(C3CC2)C)C67CC(C(O6)(CO7)C)(C)O
• InChI: InChI=1S/C28H34O5/c1-16(28-14-24(2,30)25(3,33-28)15-31-28)17-7-9-19-18(12-17)8-10-21-20(19)13-23-27(32-23)11-5-6-22(29)26(21,27)4/h5-7,9,12,16,20-21,23,30H,8,10-11,13-15H2,1-4H3
• InChI Key: PFIXEQLCBBLTGR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₄O₅
• Molecular Weight: 450.60 g/mol
• Exact Mass: 450.24062418 g/mol
• Topological Polar Surface Area (TPSA): 68.30 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.17
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	-	0.6180	61.80%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7490	74.90%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8732	87.32%
OATP1B3 inhibitior	+	0.8799	87.99%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6852	68.52%
BSEP inhibitior	+	0.9295	92.95%
P-glycoprotein inhibitior	+	0.7364	73.64%
P-glycoprotein substrate	+	0.7084	70.84%
CYP3A4 substrate	+	0.7052	70.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8730	87.30%
CYP3A4 inhibition	-	0.6495	64.95%
CYP2C9 inhibition	-	0.8393	83.93%
CYP2C19 inhibition	-	0.8461	84.61%
CYP2D6 inhibition	-	0.9297	92.97%
CYP1A2 inhibition	-	0.7152	71.52%
CYP2C8 inhibition	+	0.6695	66.95%
CYP inhibitory promiscuity	-	0.9688	96.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5865	58.65%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9574	95.74%
Skin irritation	-	0.6551	65.51%
Skin corrosion	-	0.9372	93.72%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3745	37.45%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5961	59.61%
skin sensitisation	-	0.8440	84.40%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.4549	45.49%
Acute Oral Toxicity (c)	III	0.3347	33.47%
Estrogen receptor binding	+	0.7330	73.30%
Androgen receptor binding	+	0.7780	77.80%
Thyroid receptor binding	+	0.7195	71.95%
Glucocorticoid receptor binding	+	0.8000	80.00%
Aromatase binding	+	0.6778	67.78%
PPAR gamma	+	0.6472	64.72%
Honey bee toxicity	-	0.7212	72.12%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9847	98.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.44%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.30%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.32%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.13%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.86%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.13%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.83%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.36%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.23%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.44%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.32%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.65%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.42%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.72%	99.23%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	87.42%	95.71%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	87.38%	85.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.65%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	84.55%	91.19%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.03%	93.40%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.98%	92.62%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.46%	91.03%
CHEMBL1951	P21397	Monoamine oxidase A	81.89%	91.49%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.65%	93.03%
CHEMBL4444	P04070	Vitamin K-dependent protein C	81.51%	93.89%
CHEMBL226	P30542	Adenosine A1 receptor	81.35%	95.93%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.31%	91.24%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	80.91%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.60%	86.33%
CHEMBL4208	P20618	Proteasome component C5	80.55%	90.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.08%	100.00%

Plants that contains it

• Gossypium hirsutum
• Salpichroa origanifolia

Cross-Links

• PubChem: 85371756
• LOTUS: LTS0250188
• wikiData: Q105281492