3,8,11,12,17-Pentahydroxytricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-9-one

Details

• Internal ID: 3cc21132-6638-4206-b564-3241d700fdfe
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Cyclic diarylheptanoids > Meta,meta-bridged biphenyls
• IUPAC Name: 3,8,11,12,17-pentahydroxytricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-9-one
• SMILES (Canonical): C1C(C(CC(=O)C(CC2=CC(=C(C=C2)O)C3=C(C=CC1=C3)O)O)O)O
• SMILES (Isomeric): C1C(C(CC(=O)C(CC2=CC(=C(C=C2)O)C3=C(C=CC1=C3)O)O)O)O
• InChI: InChI=1S/C19H20O6/c20-14-3-1-10-5-12(14)13-6-11(2-4-15(13)21)8-17(23)19(25)9-18(24)16(22)7-10/h1-6,16-18,20-24H,7-9H2
• InChI Key: QJFDNLWGPQQYCU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₆
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.12598835 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.91
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	-	0.8723	87.23%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7738	77.38%
OATP2B1 inhibitior	-	0.5690	56.90%
OATP1B1 inhibitior	+	0.9522	95.22%
OATP1B3 inhibitior	+	0.9481	94.81%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4797	47.97%
P-glycoprotein inhibitior	-	0.8670	86.70%
P-glycoprotein substrate	-	0.8743	87.43%
CYP3A4 substrate	-	0.5813	58.13%
CYP2C9 substrate	-	0.5824	58.24%
CYP2D6 substrate	-	0.6849	68.49%
CYP3A4 inhibition	-	0.8142	81.42%
CYP2C9 inhibition	-	0.8907	89.07%
CYP2C19 inhibition	-	0.8547	85.47%
CYP2D6 inhibition	-	0.9025	90.25%
CYP1A2 inhibition	+	0.6902	69.02%
CYP2C8 inhibition	-	0.9481	94.81%
CYP inhibitory promiscuity	-	0.9364	93.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Warning	0.4820	48.20%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.5258	52.58%
Skin irritation	+	0.5892	58.92%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5090	50.90%
Micronuclear	+	0.6859	68.59%
Hepatotoxicity	+	0.6053	60.53%
skin sensitisation	+	0.5277	52.77%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.4709	47.09%
Acute Oral Toxicity (c)	III	0.6266	62.66%
Estrogen receptor binding	+	0.6598	65.98%
Androgen receptor binding	+	0.8463	84.63%
Thyroid receptor binding	-	0.5498	54.98%
Glucocorticoid receptor binding	+	0.7421	74.21%
Aromatase binding	+	0.5878	58.78%
PPAR gamma	+	0.8084	80.84%
Honey bee toxicity	-	0.8813	88.13%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9746	97.46%

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	97.78%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	91.60%	91.49%
CHEMBL2581	P07339	Cathepsin D	91.51%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.53%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.69%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.45%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.41%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.79%	93.03%
CHEMBL1902	P62942	FK506-binding protein 1A	81.65%	97.05%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.09%	96.09%

Plants that contains it

• Carpinus cordata

Cross-Links

• PubChem: 22297753
• LOTUS: LTS0025080
• wikiData: Q105222617