12beta-Hydroxycalotropin

Details

• Internal ID: 1a5ed893-94de-4644-979f-329295453dae
• 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,9S,10S,12R,14R,15S,17R,18S,19R,22S,23R)-9,10,17,22-tetrahydroxy-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)CC(C6(C5(CCC6C7=CC(=O)OC7)O)C)O)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)C[C@H]([C@]6([C@@]5(CC[C@@H]6C7=CC(=O)OC7)O)C)O)O)O
• InChI: InChI=1S/C29H40O10/c1-14-7-23(32)29(35)25(37-14)38-20-9-16-3-4-18-19(27(16,13-30)11-21(20)39-29)10-22(31)26(2)17(5-6-28(18,26)34)15-8-24(33)36-12-15/h8,13-14,16-23,25,31-32,34-35H,3-7,9-12H2,1-2H3/t14-,16+,17-,18-,19+,20-,21-,22-,23+,25+,26+,27-,28+,29+/m1/s1
• InChI Key: VPSWGLHADLBZCW-CSJYPWDASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₀O₁₀
• Molecular Weight: 548.60 g/mol
• Exact Mass: 548.26214747 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.97
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• CHEMBL447912

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9121	91.21%
Caco-2	-	0.8278	82.78%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8527	85.27%
OATP2B1 inhibitior	-	0.7210	72.10%
OATP1B1 inhibitior	+	0.8916	89.16%
OATP1B3 inhibitior	+	0.9724	97.24%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7788	77.88%
P-glycoprotein inhibitior	+	0.5722	57.22%
P-glycoprotein substrate	+	0.8285	82.85%
CYP3A4 substrate	+	0.6907	69.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8960	89.60%
CYP3A4 inhibition	-	0.8981	89.81%
CYP2C9 inhibition	-	0.9304	93.04%
CYP2C19 inhibition	-	0.9492	94.92%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.9402	94.02%
CYP2C8 inhibition	-	0.6303	63.03%
CYP inhibitory promiscuity	-	0.9713	97.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5209	52.09%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9388	93.88%
Skin irritation	+	0.5288	52.88%
Skin corrosion	-	0.9207	92.07%
Ames mutagenesis	+	0.5330	53.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.7675	76.75%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.9003	90.03%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6329	63.29%
Acute Oral Toxicity (c)	I	0.8039	80.39%
Estrogen receptor binding	+	0.8223	82.23%
Androgen receptor binding	+	0.8008	80.08%
Thyroid receptor binding	-	0.5535	55.35%
Glucocorticoid receptor binding	+	0.6978	69.78%
Aromatase binding	+	0.6919	69.19%
PPAR gamma	+	0.5308	53.08%
Honey bee toxicity	-	0.7303	73.03%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9802	98.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.29%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.23%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.67%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.58%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.98%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.44%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.10%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.19%	86.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.47%	92.86%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.97%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.69%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.04%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.85%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.62%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.52%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.43%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.38%	97.14%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.83%	81.11%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.78%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.79%	93.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.66%	94.80%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.42%	97.36%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.27%	91.38%

Plants that contains it

• Anemone narcissiflora
• Asclepias curassavica
• Hyperbaena columbica
• Viburnum lantanoides

Cross-Links

• PubChem: 42601447
• NPASS: NPC93416
• ChEMBL: CHEMBL447912
• LOTUS: LTS0246264
• wikiData: Q105290986