Vibsanin P

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	f3c3f9da-dc4c-4e34-a589-0fe14a714966
Taxonomy	Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
IUPAC Name	[(1R,2R,3E,5S,7E,11S)-8-(hydroxymethyl)-5-[(E)-4-hydroxy-4-methylpent-2-enyl]-1,5-dimethyl-12-oxabicyclo[9.1.0]dodeca-3,7-dien-2-yl] 3-methylbut-2-enoate
SMILES (Canonical)	CC(=CC(=O)OC1C=CC(CC=C(CCC2C1(O2)C)CO)(C)CC=CC(C)(C)O)C
SMILES (Isomeric)	CC(=CC(=O)O[C@@H]1/C=C/[C@@](C/C=C(\CC[C@H]2[C@]1(O2)C)/CO)(C)C/C=C/C(C)(C)O)C
InChI	InChI=1S/C25H38O5/c1-18(2)16-22(27)29-20-11-15-24(5,13-7-12-23(3,4)28)14-10-19(17-26)8-9-21-25(20,6)30-21/h7,10-12,15-16,20-21,26,28H,8-9,13-14,17H2,1-6H3/b12-7+,15-11+,19-10+/t20-,21+,24+,25+/m1/s1
InChI Key	ISSYTMWXBGIZDF-XWMBFTBISA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₂₅H₃₈O₅
Molecular Weight	418.60 g/mol
Exact Mass	418.27192431 g/mol
Topological Polar Surface Area (TPSA)	79.30 Å²
XlogP	3.60
Atomic LogP (AlogP)	4.40
H-Bond Acceptor	5
H-Bond Donor	2
Rotatable Bonds	6

Synonyms

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CHEMBL472640

(1R,2R,3E,5S,7E,11S)-8-(hydroxymethyl)-5-[(2E)-4-hydroxy-4-methylpent-2-en-1-yl]-1,5-dimethyl-12-oxabicyclo[9.1.0]dodeca-3,7-dien-2-yl 3-methylbut-2-enoate

2-butenoic acid, 3-methyl-, (1R,2R,3E,5S,7E,11S)-8-(hydroxymethyl)-5-[(2E)-4-hydroxy-4-methyl-2-pentenyl]-1,5-dimethyl-12-oxabicyclo[9.1.0]dodeca-3,7-dien-2-yl ester

3-Methyl-but-2-enoic acid 8-hydroxymethyl-5-(4-hydroxy-4-methyl-pent-2-enyl)-1,5-dimethyl-12-oxa-bicyclo[9.1.0]dodeca-3,7-dien-2-yl ester

InChI=1/C25H38O5/c1-18(2)16-22(27)29-20-11-15-24(5,13-7-12-23(3,4)28)14-10-19(17-26)8-9-21-25(20,6)30-21/h7,10-12,15-16,20-21,26,28H,8-9,13-14,17H2,1-6H3/b12-7+,15-11+,19-10+/t20-,21+,24+,25+/m1/s

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	+	0.9566	95.66%
Caco-2	+	0.5786	57.86%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7968	79.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8629	86.29%
OATP1B3 inhibitior	+	0.8710	87.10%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5526	55.26%
BSEP inhibitior	+	0.9689	96.89%
P-glycoprotein inhibitior	+	0.6154	61.54%
P-glycoprotein substrate	-	0.5259	52.59%
CYP3A4 substrate	+	0.6865	68.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8972	89.72%
CYP3A4 inhibition	-	0.7275	72.75%
CYP2C9 inhibition	-	0.5608	56.08%
CYP2C19 inhibition	-	0.7363	73.63%
CYP2D6 inhibition	-	0.9304	93.04%
CYP1A2 inhibition	-	0.5344	53.44%
CYP2C8 inhibition	+	0.5921	59.21%
CYP inhibitory promiscuity	-	0.8904	89.04%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6245	62.45%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9379	93.79%
Skin irritation	-	0.6391	63.91%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	-	0.5507	55.07%
Human Ether-a-go-go-Related Gene inhibition	-	0.3937	39.37%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8061	80.61%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6148	61.48%
Acute Oral Toxicity (c)	III	0.5428	54.28%
Estrogen receptor binding	+	0.8411	84.11%
Androgen receptor binding	+	0.5279	52.79%
Thyroid receptor binding	+	0.6644	66.44%
Glucocorticoid receptor binding	+	0.8046	80.46%
Aromatase binding	+	0.7364	73.64%
PPAR gamma	+	0.7425	74.25%
Honey bee toxicity	-	0.7397	73.97%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9529	95.29%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.65%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.38%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.28%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.95%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.32%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.46%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.22%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	87.13%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.12%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.51%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.37%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.22%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.98%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.72%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.70%	92.62%
CHEMBL226	P30542	Adenosine A1 receptor	82.67%	95.93%
CHEMBL340	P08684	Cytochrome P450 3A4	82.52%	91.19%
CHEMBL2996	Q05655	Protein kinase C delta	82.16%	97.79%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.82%	97.28%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.36%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.83%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.79%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.05%	100.00%

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.