5-[(2E,6E,8S,9S,10E)-8,9-dihydroxy-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl]-2,3-dimethylcyclohexa-2,5-diene-1,4-dione

Details

• Internal ID: 4d7f90a6-20a2-4073-9cc8-5e7ca1037b38
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5-[(2E,6E,8S,9S,10E)-8,9-dihydroxy-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl]-2,3-dimethylcyclohexa-2,5-diene-1,4-dione
• InChI: InChI=1S/C28H40O4/c1-18(2)10-8-12-20(4)16-26(30)27(31)21(5)13-9-11-19(3)14-15-24-17-25(29)22(6)23(7)28(24)32/h10,13-14,16-17,26-27,30-31H,8-9,11-12,15H2,1-7H3/b19-14+,20-16+,21-13+/t26-,27-/m0/s1
• InChI Key: XTNDEUGOLGGYFA-PCWSKORASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₄
• Molecular Weight: 440.60 g/mol
• Exact Mass: 440.29265975 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.88
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9465	94.65%
Caco-2	-	0.5687	56.87%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8666	86.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8953	89.53%
OATP1B3 inhibitior	+	0.9259	92.59%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8977	89.77%
P-glycoprotein inhibitior	+	0.7897	78.97%
P-glycoprotein substrate	-	0.7815	78.15%
CYP3A4 substrate	+	0.5754	57.54%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	-	0.8521	85.21%
CYP3A4 inhibition	-	0.7264	72.64%
CYP2C9 inhibition	-	0.6736	67.36%
CYP2C19 inhibition	-	0.7577	75.77%
CYP2D6 inhibition	-	0.6398	63.98%
CYP1A2 inhibition	-	0.7328	73.28%
CYP2C8 inhibition	-	0.8418	84.18%
CYP inhibitory promiscuity	-	0.8980	89.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8423	84.23%
Carcinogenicity (trinary)	Non-required	0.7189	71.89%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.9455	94.55%
Skin irritation	-	0.5724	57.24%
Skin corrosion	-	0.9499	94.99%
Ames mutagenesis	-	0.6737	67.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6549	65.49%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5542	55.42%
skin sensitisation	+	0.5522	55.22%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5700	57.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6520	65.20%
Acute Oral Toxicity (c)	III	0.6823	68.23%
Estrogen receptor binding	+	0.6818	68.18%
Androgen receptor binding	+	0.6197	61.97%
Thyroid receptor binding	+	0.5522	55.22%
Glucocorticoid receptor binding	+	0.6447	64.47%
Aromatase binding	-	0.4856	48.56%
PPAR gamma	+	0.6489	64.89%
Honey bee toxicity	-	0.8230	82.30%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9961	99.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.69%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.94%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.76%	85.14%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.36%	92.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.31%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.55%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.03%	97.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.24%	90.71%
CHEMBL2039	P27338	Monoamine oxidase B	84.08%	92.51%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.30%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.29%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.76%	99.17%

Plants that contains it

• Isotheciastrum subdiversiforme

Cross-Links

• PubChem: 163193859
• LOTUS: LTS0271612
• wikiData: Q105237534