Chamaecypanone C

Details

• Internal ID: 153eaca6-ebd0-4b8a-af69-1557628383a8
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Cyclohexylphenols
• IUPAC Name: (1S,2R,6S,7R,9R)-9-hydroxy-4,6-bis(4-hydroxyphenyl)-9-methyl-11-propan-2-yltricyclo[5.2.2.02,6]undeca-4,10-diene-3,8-dione
• SMILES (Canonical): CC(C)C1=CC2C3C(=O)C(=CC3(C1C(=O)C2(C)O)C4=CC=C(C=C4)O)C5=CC=C(C=C5)O
• SMILES (Isomeric): CC(C)C1=C[C@H]2[C@H]3C(=O)C(=C[C@]3([C@@H]1C(=O)[C@]2(C)O)C4=CC=C(C=C4)O)C5=CC=C(C=C5)O
• InChI: InChI=1S/C27H26O5/c1-14(2)19-12-21-23-24(30)20(15-4-8-17(28)9-5-15)13-27(23,16-6-10-18(29)11-7-16)22(19)25(31)26(21,3)32/h4-14,21-23,28-29,32H,1-3H3/t21-,22-,23-,26+,27+/m0/s1
• InChI Key: JFXFDPCYNPIOGQ-ROURDUCTSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₆O₅
• Molecular Weight: 430.50 g/mol
• Exact Mass: 430.17802393 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.78
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• (1S,2R,6S,7R,9R)-9-Hydroxy-4,6-bis(4-hydroxyphenyl)-9-methyl-11-propan-2-yltricyclo[5.2.2.02,6]undeca-4,10-diene-3,8-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	-	0.6966	69.66%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8692	86.92%
OATP2B1 inhibitior	-	0.5749	57.49%
OATP1B1 inhibitior	+	0.8154	81.54%
OATP1B3 inhibitior	+	0.8232	82.32%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8591	85.91%
P-glycoprotein inhibitior	-	0.4702	47.02%
P-glycoprotein substrate	-	0.6026	60.26%
CYP3A4 substrate	+	0.6197	61.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8568	85.68%
CYP3A4 inhibition	-	0.5523	55.23%
CYP2C9 inhibition	+	0.8064	80.64%
CYP2C19 inhibition	+	0.5358	53.58%
CYP2D6 inhibition	-	0.8394	83.94%
CYP1A2 inhibition	-	0.5320	53.20%
CYP2C8 inhibition	-	0.5670	56.70%
CYP inhibitory promiscuity	+	0.7206	72.06%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9254	92.54%
Carcinogenicity (trinary)	Non-required	0.3884	38.84%
Eye corrosion	-	0.9950	99.50%
Eye irritation	-	0.7364	73.64%
Skin irritation	-	0.7210	72.10%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6290	62.90%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.6586	65.86%
skin sensitisation	-	0.6286	62.86%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6939	69.39%
Estrogen receptor binding	+	0.6750	67.50%
Androgen receptor binding	+	0.8127	81.27%
Thyroid receptor binding	+	0.7393	73.93%
Glucocorticoid receptor binding	+	0.8087	80.87%
Aromatase binding	+	0.5946	59.46%
PPAR gamma	+	0.7220	72.20%
Honey bee toxicity	-	0.7663	76.63%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.66%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	96.70%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.55%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.66%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.89%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.71%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.16%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.90%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.74%	89.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.42%	85.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.10%	99.23%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	81.48%	97.23%
CHEMBL340	P08684	Cytochrome P450 3A4	80.89%	91.19%

Plants that contains it

• Chamaecyparis obtusa

Cross-Links

• PubChem: 16067359
• LOTUS: LTS0232642
• wikiData: Q105127112