Phorbasin B

Details

• Internal ID: e6d1236f-5a2c-4635-a504-f229b6302e76
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4S,5S,6R)-5-[(2E,4E,7Z)-6,10-dimethylundeca-2,4,7-trien-2-yl]-4,6-dihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-one
• InChI: InChI=1S/C20H30O4/c1-13(2)7-5-8-14(3)9-6-10-15(4)18-17(22)11-16(12-21)19(23)20(18)24/h5-6,8-11,13-14,17-18,20-22,24H,7,12H2,1-4H3/b8-5-,9-6+,15-10+/t14?,17-,18-,20+/m0/s1
• InChI Key: MJIIVQGCRUVUTN-KRESHKLDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

• (4S,5S,6R)-5-[(2E,4E,7Z)-6,10-dimethylundeca-2,4,7-trien-2-yl]-4,6-dihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9201	92.01%
Caco-2	-	0.5293	52.93%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7403	74.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8514	85.14%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5768	57.68%
P-glycoprotein inhibitior	-	0.8112	81.12%
P-glycoprotein substrate	-	0.6975	69.75%
CYP3A4 substrate	+	0.5396	53.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8796	87.96%
CYP3A4 inhibition	-	0.7310	73.10%
CYP2C9 inhibition	-	0.6554	65.54%
CYP2C19 inhibition	-	0.7482	74.82%
CYP2D6 inhibition	-	0.8204	82.04%
CYP1A2 inhibition	-	0.6813	68.13%
CYP2C8 inhibition	-	0.9055	90.55%
CYP inhibitory promiscuity	-	0.6511	65.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7950	79.50%
Carcinogenicity (trinary)	Non-required	0.7002	70.02%
Eye corrosion	-	0.9787	97.87%
Eye irritation	-	0.9314	93.14%
Skin irritation	-	0.7399	73.99%
Skin corrosion	-	0.9560	95.60%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6937	69.37%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.5698	56.98%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6615	66.15%
Acute Oral Toxicity (c)	III	0.6730	67.30%
Estrogen receptor binding	+	0.5426	54.26%
Androgen receptor binding	-	0.7473	74.73%
Thyroid receptor binding	-	0.5232	52.32%
Glucocorticoid receptor binding	-	0.5223	52.23%
Aromatase binding	-	0.5610	56.10%
PPAR gamma	+	0.5818	58.18%
Honey bee toxicity	-	0.8178	81.78%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.8787	87.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.72%	83.82%
CHEMBL2581	P07339	Cathepsin D	96.03%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	92.72%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.83%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.49%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	81.77%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.29%	96.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.90%	97.29%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11809796
• LOTUS: LTS0236411
• wikiData: Q105165442