Circumcin A

Details

• Internal ID: 7efddf2d-7664-414a-97ef-cb0f372af9b5
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (2S,3S)-1-(4-hydroxyphenyl)-4-phenylbutane-2,3-diol
• SMILES (Canonical): C1=CC=C(C=C1)CC(C(CC2=CC=C(C=C2)O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C[C@@H]([C@H](CC2=CC=C(C=C2)O)O)O
• InChI: InChI=1S/C16H18O3/c17-14-8-6-13(7-9-14)11-16(19)15(18)10-12-4-2-1-3-5-12/h1-9,15-19H,10-11H2/t15-,16-/m0/s1
• InChI Key: PMXBRVFRYDNFJZ-HOTGVXAUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₃
• Molecular Weight: 258.31 g/mol
• Exact Mass: 258.125594432 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9853	98.53%
Caco-2	-	0.5420	54.20%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8627	86.27%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.9228	92.28%
OATP1B3 inhibitior	+	0.8634	86.34%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7598	75.98%
P-glycoprotein inhibitior	-	0.9347	93.47%
P-glycoprotein substrate	-	0.9346	93.46%
CYP3A4 substrate	-	0.7339	73.39%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	+	0.4069	40.69%
CYP3A4 inhibition	-	0.8727	87.27%
CYP2C9 inhibition	-	0.8702	87.02%
CYP2C19 inhibition	-	0.6412	64.12%
CYP2D6 inhibition	-	0.9381	93.81%
CYP1A2 inhibition	-	0.7903	79.03%
CYP2C8 inhibition	-	0.6983	69.83%
CYP inhibitory promiscuity	-	0.7996	79.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.5130	51.30%
Eye corrosion	-	0.9637	96.37%
Eye irritation	+	0.6316	63.16%
Skin irritation	-	0.5594	55.94%
Skin corrosion	-	0.9274	92.74%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4835	48.35%
Micronuclear	-	0.5441	54.41%
Hepatotoxicity	+	0.5641	56.41%
skin sensitisation	+	0.8114	81.14%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6281	62.81%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7693	76.93%
Acute Oral Toxicity (c)	III	0.8436	84.36%
Estrogen receptor binding	+	0.7550	75.50%
Androgen receptor binding	+	0.7135	71.35%
Thyroid receptor binding	-	0.5302	53.02%
Glucocorticoid receptor binding	-	0.5545	55.45%
Aromatase binding	+	0.6474	64.74%
PPAR gamma	+	0.7645	76.45%
Honey bee toxicity	-	0.9239	92.39%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9047	90.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.42%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.97%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.12%	95.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.79%	91.71%
CHEMBL1255126	O15151	Protein Mdm4	86.96%	90.20%
CHEMBL1944	P08473	Neprilysin	86.19%	92.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.94%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.83%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.65%	95.56%
CHEMBL242	Q92731	Estrogen receptor beta	84.34%	98.35%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.84%	99.17%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.27%	94.23%
CHEMBL2535	P11166	Glucose transporter	82.31%	98.75%
CHEMBL221	P23219	Cyclooxygenase-1	81.51%	90.17%
CHEMBL3902	P09211	Glutathione S-transferase Pi	80.61%	93.81%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71819260
• LOTUS: LTS0138532
• wikiData: Q77498578