12beta-hydroxy-1,10-seco-withametelin B

Details

• Internal ID: 64ca08c4-5bfc-4e28-90e4-be1c54ee0fb2
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (9R,17R)-17-hydroxy-2,16-dimethyl-15-[(1R,4R,5R)-1-methyl-8-methylidene-7-oxo-2,6-dioxabicyclo[3.3.1]nonan-4-yl]-8-oxatetracyclo[9.7.0.03,9.012,16]octadeca-2,4-dien-7-one
• SMILES (Canonical): CC1=C2C=CCC(=O)OC2CC3C1CC(C4(C3CCC4C5COC6(CC5OC(=O)C6=C)C)C)O
• SMILES (Isomeric): CC1=C2C=CCC(=O)O[C@@H]2CC3C1C[C@H](C4(C3CCC4[C@@H]5CO[C@@]6(C[C@H]5OC(=O)C6=C)C)C)O
• InChI: InChI=1S/C28H36O6/c1-14-16-6-5-7-25(30)33-22(16)10-18-17(14)11-24(29)28(4)20(18)8-9-21(28)19-13-32-27(3)12-23(19)34-26(31)15(27)2/h5-6,17-24,29H,2,7-13H2,1,3-4H3/t17?,18?,19-,20?,21?,22+,23+,24+,27+,28?/m0/s1
• InChI Key: KPKHBVCOOBDWBC-MBWWDCQSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₆O₆
• Molecular Weight: 468.60 g/mol
• Exact Mass: 468.25118886 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.88
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• RefChem:78329
• CHEMBL230996

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9781	97.81%
Caco-2	-	0.6697	66.97%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7977	79.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8696	86.96%
OATP1B3 inhibitior	+	0.9543	95.43%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9710	97.10%
P-glycoprotein inhibitior	+	0.6665	66.65%
P-glycoprotein substrate	-	0.5143	51.43%
CYP3A4 substrate	+	0.7182	71.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8844	88.44%
CYP3A4 inhibition	-	0.8008	80.08%
CYP2C9 inhibition	-	0.8823	88.23%
CYP2C19 inhibition	-	0.9373	93.73%
CYP2D6 inhibition	-	0.9581	95.81%
CYP1A2 inhibition	-	0.7914	79.14%
CYP2C8 inhibition	+	0.6007	60.07%
CYP inhibitory promiscuity	-	0.9673	96.73%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5537	55.37%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9397	93.97%
Skin irritation	+	0.5757	57.57%
Skin corrosion	-	0.9207	92.07%
Ames mutagenesis	-	0.6228	62.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7934	79.34%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5650	56.50%
skin sensitisation	-	0.8652	86.52%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5994	59.94%
Acute Oral Toxicity (c)	I	0.4216	42.16%
Estrogen receptor binding	+	0.8153	81.53%
Androgen receptor binding	+	0.7042	70.42%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8749	87.49%
Aromatase binding	+	0.7248	72.48%
PPAR gamma	+	0.6159	61.59%
Honey bee toxicity	-	0.7712	77.12%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9919	99.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.85%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.02%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.64%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.17%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.43%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.40%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.06%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.48%	96.09%
CHEMBL2581	P07339	Cathepsin D	83.48%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.36%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.32%	95.89%

Plants that contains it

• Datura metel

Cross-Links

• PubChem: 44425461
• LOTUS: LTS0017347
• wikiData: Q105144250