(4E,6S,7S,8E,10S,11S,12E,14S,15S,16E)-7,11,15-trihydroxy-4,6,8,10,12,14,16-heptamethyloctadeca-4,8,12,16-tetraen-3-one

Details

• Internal ID: 48198a8e-ac81-441e-b3dc-6f236b640f28
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: (4E,6S,7S,8E,10S,11S,12E,14S,15S,16E)-7,11,15-trihydroxy-4,6,8,10,12,14,16-heptamethyloctadeca-4,8,12,16-tetraen-3-one
• SMILES (Canonical): CCC(=O)C(=CC(C)C(C(=CC(C)C(C(=CC(C)C(C(=CC)C)O)C)O)C)O)C
• SMILES (Isomeric): CCC(=O)/C(=C/[C@H](C)[C@@H](/C(=C/[C@H](C)[C@@H](/C(=C/[C@H](C)[C@@H](/C(=C/C)/C)O)/C)O)/C)O)/C
• InChI: InChI=1S/C25H42O4/c1-10-15(3)23(27)18(6)13-19(7)25(29)21(9)14-20(8)24(28)17(5)12-16(4)22(26)11-2/h10,12-14,17-18,21,23-25,27-29H,11H2,1-9H3/b15-10+,16-12+,19-13+,20-14+/t17-,18-,21-,23+,24-,25+/m0/s1
• InChI Key: CNANVYFHRUYPAQ-LPQRYZSGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₂O₄
• Molecular Weight: 406.60 g/mol
• Exact Mass: 406.30830982 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.76
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9862	98.62%
Caco-2	-	0.6178	61.78%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6832	68.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8812	88.12%
OATP1B3 inhibitior	+	0.9550	95.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5254	52.54%
P-glycoprotein inhibitior	-	0.4830	48.30%
P-glycoprotein substrate	-	0.9150	91.50%
CYP3A4 substrate	-	0.5999	59.99%
CYP2C9 substrate	-	0.7735	77.35%
CYP2D6 substrate	-	0.8566	85.66%
CYP3A4 inhibition	-	0.7282	72.82%
CYP2C9 inhibition	-	0.8411	84.11%
CYP2C19 inhibition	-	0.8202	82.02%
CYP2D6 inhibition	-	0.8908	89.08%
CYP1A2 inhibition	-	0.8641	86.41%
CYP2C8 inhibition	-	0.9158	91.58%
CYP inhibitory promiscuity	-	0.6982	69.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	+	0.5077	50.77%
Carcinogenicity (trinary)	Non-required	0.6849	68.49%
Eye corrosion	-	0.6916	69.16%
Eye irritation	-	0.9342	93.42%
Skin irritation	+	0.5519	55.19%
Skin corrosion	-	0.7840	78.40%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5411	54.11%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.6425	64.25%
skin sensitisation	+	0.5919	59.19%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	-	0.8222	82.22%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.6372	63.72%
Acute Oral Toxicity (c)	III	0.8388	83.88%
Estrogen receptor binding	+	0.6973	69.73%
Androgen receptor binding	-	0.6308	63.08%
Thyroid receptor binding	+	0.5708	57.08%
Glucocorticoid receptor binding	-	0.4888	48.88%
Aromatase binding	-	0.4909	49.09%
PPAR gamma	-	0.5249	52.49%
Honey bee toxicity	-	0.9017	90.17%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.7053	70.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.96%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.76%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.28%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.50%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.98%	99.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.54%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.59%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.08%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.76%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585243
• LOTUS: LTS0170286
• wikiData: Q77386684