Calactin

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	a90002b4-7c3f-439a-8631-e13538e46dad
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name	(1S,3R,5S,7R,9R,10S,12R,14R,15S,18R,19R,22S,23R)-9,10,22-trihydroxy-7,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosane-14-carbaldehyde
SMILES (Canonical)	CC1CC(C2(C(O1)OC3CC4CCC5C(C4(CC3O2)C=O)CCC6(C5(CCC6C7=CC(=O)OC7)O)C)O)O
SMILES (Isomeric)	C[C@@H]1C[C@H]([C@]2([C@@H](O1)O[C@@H]3C[C@@H]4CC[C@@H]5[C@@H]([C@]4(C[C@H]3O2)C=O)CC[C@]6([C@@]5(CC[C@@H]6C7=CC(=O)OC7)O)C)O)O
InChI	InChI=1S/C29H40O9/c1-15-9-23(31)29(34)25(36-15)37-21-11-17-3-4-20-19(27(17,14-30)12-22(21)38-29)5-7-26(2)18(6-8-28(20,26)33)16-10-24(32)35-13-16/h10,14-15,17-23,25,31,33-34H,3-9,11-13H2,1-2H3/t15-,17+,18-,19+,20-,21-,22-,23-,25+,26-,27-,28+,29+/m1/s1
InChI Key	OWPWFVVPBYFKBG-SXDHXEJRSA-N
Popularity	6 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₉H₄₀O₉
Molecular Weight	532.60 g/mol
Exact Mass	532.26723285 g/mol
Topological Polar Surface Area (TPSA)	132.00 Å²
XlogP	0.90
Atomic LogP (AlogP)	2.00
H-Bond Acceptor	9
H-Bond Donor	3
Rotatable Bonds	2

Synonyms

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Pecilocerin B

Pekilocerin B

Poekilocerin B

Pokilocerin B

20304-47-6

UNII-6299V7SZXG

6299V7SZXG

CHEBI:3299

HSDB 3467

(1S,3R,5S,7R,9R,10S,12R,14R,15S,18R,19R,22S,23R)-9,10,22-trihydroxy-7,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosane-14-carbaldehyde

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9579	95.79%
Caco-2	-	0.8038	80.38%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8869	88.69%
OATP2B1 inhibitior	-	0.7162	71.62%
OATP1B1 inhibitior	+	0.8883	88.83%
OATP1B3 inhibitior	+	0.9671	96.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7461	74.61%
P-glycoprotein inhibitior	-	0.4362	43.62%
P-glycoprotein substrate	+	0.7436	74.36%
CYP3A4 substrate	+	0.7141	71.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8960	89.60%
CYP3A4 inhibition	-	0.8610	86.10%
CYP2C9 inhibition	-	0.9252	92.52%
CYP2C19 inhibition	-	0.9437	94.37%
CYP2D6 inhibition	-	0.9449	94.49%
CYP1A2 inhibition	-	0.9258	92.58%
CYP2C8 inhibition	+	0.4759	47.59%
CYP inhibitory promiscuity	-	0.9762	97.62%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4705	47.05%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9432	94.32%
Skin irritation	+	0.5652	56.52%
Skin corrosion	-	0.9201	92.01%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7160	71.60%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9007	90.07%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5660	56.60%
Acute Oral Toxicity (c)	I	0.8342	83.42%
Estrogen receptor binding	+	0.7936	79.36%
Androgen receptor binding	+	0.8147	81.47%
Thyroid receptor binding	-	0.5136	51.36%
Glucocorticoid receptor binding	+	0.6848	68.48%
Aromatase binding	+	0.6861	68.61%
PPAR gamma	-	0.4923	49.23%
Honey bee toxicity	-	0.7113	71.13%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9840	98.40%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2146346	P46531	Neurogenic locus notch homolog protein 1	800 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.63%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	96.40%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.82%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.76%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.72%	96.77%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.23%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.45%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.36%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.84%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.00%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.82%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.19%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.13%	81.11%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.80%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.52%	97.09%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.60%	92.86%
CHEMBL4208	P20618	Proteasome component C5	85.38%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.29%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.25%	97.14%
CHEMBL1871	P10275	Androgen Receptor	84.98%	96.43%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.83%	97.36%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Anemone narcissiflora

Asclepias curassavica

Gomphocarpus fruticosus

Gomphocarpus fruticosus subsp. fruticosus

Humulus lupulus

Hyperbaena columbica

Pergularia tomentosa