3,10,17-Trihydroxytricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaene-9,11-dione

Details

• Internal ID: 4086ca7e-f440-48bf-8848-b43ebb9fbaf0
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Cyclic diarylheptanoids > Meta,meta-bridged biphenyls
• IUPAC Name: 3,10,17-trihydroxytricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaene-9,11-dione
• SMILES (Canonical): C1CC(=O)C(C(=O)CCC2=CC(=C(C=C2)O)C3=C(C=CC1=C3)O)O
• SMILES (Isomeric): C1CC(=O)C(C(=O)CCC2=CC(=C(C=C2)O)C3=C(C=CC1=C3)O)O
• InChI: InChI=1S/C19H18O5/c20-15-5-1-11-3-7-17(22)19(24)18(23)8-4-12-2-6-16(21)14(10-12)13(15)9-11/h1-2,5-6,9-10,19-21,24H,3-4,7-8H2
• InChI Key: XLFPSTUJYBEZIQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₅
• Molecular Weight: 326.30 g/mol
• Exact Mass: 326.11542367 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.14
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9621	96.21%
Caco-2	-	0.7059	70.59%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8744	87.44%
OATP2B1 inhibitior	-	0.5665	56.65%
OATP1B1 inhibitior	+	0.9607	96.07%
OATP1B3 inhibitior	+	0.9435	94.35%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8821	88.21%
BSEP inhibitior	+	0.6737	67.37%
P-glycoprotein inhibitior	-	0.8284	82.84%
P-glycoprotein substrate	-	0.9589	95.89%
CYP3A4 substrate	-	0.6132	61.32%
CYP2C9 substrate	-	0.5799	57.99%
CYP2D6 substrate	+	0.3506	35.06%
CYP3A4 inhibition	-	0.9276	92.76%
CYP2C9 inhibition	+	0.5904	59.04%
CYP2C19 inhibition	-	0.7174	71.74%
CYP2D6 inhibition	-	0.9295	92.95%
CYP1A2 inhibition	+	0.8449	84.49%
CYP2C8 inhibition	-	0.9518	95.18%
CYP inhibitory promiscuity	-	0.9402	94.02%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.5011	50.11%
Eye corrosion	-	0.9898	98.98%
Eye irritation	+	0.7868	78.68%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9099	90.99%
Ames mutagenesis	-	0.5728	57.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5655	56.55%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.6908	69.08%
skin sensitisation	-	0.7747	77.47%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5465	54.65%
Acute Oral Toxicity (c)	III	0.5964	59.64%
Estrogen receptor binding	+	0.7770	77.70%
Androgen receptor binding	+	0.7303	73.03%
Thyroid receptor binding	-	0.5548	55.48%
Glucocorticoid receptor binding	+	0.5794	57.94%
Aromatase binding	+	0.5492	54.92%
PPAR gamma	+	0.7976	79.76%
Honey bee toxicity	-	0.9246	92.46%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9689	96.89%

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	97.48%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.85%	91.49%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.40%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.20%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.82%	99.15%
CHEMBL2581	P07339	Cathepsin D	87.35%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.92%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.87%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.40%	96.09%
CHEMBL4208	P20618	Proteasome component C5	81.48%	90.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.26%	96.00%

Plants that contains it

• Alnus japonica
• Kadsura angustifolia
• Schisandra micrantha
• Schisandra sphenanthera

Cross-Links

• PubChem: 86295273
• LOTUS: LTS0055085
• wikiData: Q105350791