Trichodermic acid B

Details

• Internal ID: 94642ad3-73be-45f6-85b1-94da4c85ef4e
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: (2E,4E)-5-[(1R,4S,4aS,6R,7S,8S,8aS)-4,7-dihydroxy-2,6,8-trimethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-2-methylpenta-2,4-dienoic acid
• SMILES (Canonical): CC1CC2C(C=C(C(C2C(C1O)C)C=CC=C(C)C(=O)O)C)O
• SMILES (Isomeric): C[C@@H]1C[C@@H]2[C@@H](C=C([C@@H]([C@H]2[C@@H]([C@H]1O)C)/C=C/C=C(\C)/C(=O)O)C)O
• InChI: InChI=1S/C19H28O4/c1-10(19(22)23)6-5-7-14-11(2)9-16(20)15-8-12(3)18(21)13(4)17(14)15/h5-7,9,12-18,20-21H,8H2,1-4H3,(H,22,23)/b7-5+,10-6+/t12-,13+,14+,15-,16-,17-,18+/m1/s1
• InChI Key: JHSQFDKHGZYBKL-PQJKADKUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₄
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.19875937 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.6070	60.70%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7175	71.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8750	87.50%
OATP1B3 inhibitior	+	0.9187	91.87%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6997	69.97%
P-glycoprotein inhibitior	-	0.9075	90.75%
P-glycoprotein substrate	-	0.7054	70.54%
CYP3A4 substrate	+	0.5546	55.46%
CYP2C9 substrate	-	0.8100	81.00%
CYP2D6 substrate	-	0.9005	90.05%
CYP3A4 inhibition	-	0.7993	79.93%
CYP2C9 inhibition	-	0.8613	86.13%
CYP2C19 inhibition	-	0.9118	91.18%
CYP2D6 inhibition	-	0.8883	88.83%
CYP1A2 inhibition	-	0.7679	76.79%
CYP2C8 inhibition	-	0.8090	80.90%
CYP inhibitory promiscuity	-	0.7284	72.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8350	83.50%
Carcinogenicity (trinary)	Non-required	0.4769	47.69%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9354	93.54%
Skin irritation	-	0.5676	56.76%
Skin corrosion	-	0.9684	96.84%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4482	44.82%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	+	0.5615	56.15%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7399	73.99%
Acute Oral Toxicity (c)	III	0.6233	62.33%
Estrogen receptor binding	-	0.4948	49.48%
Androgen receptor binding	-	0.5358	53.58%
Thyroid receptor binding	+	0.5340	53.40%
Glucocorticoid receptor binding	-	0.6163	61.63%
Aromatase binding	-	0.6520	65.20%
PPAR gamma	-	0.5754	57.54%
Honey bee toxicity	-	0.8682	86.82%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9904	99.04%

Targets

Proven Targets:

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	91.86%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.69%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.62%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.12%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.06%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.38%	94.80%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.09%	97.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.32%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.00%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	80.64%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	80.35%	90.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.11%	97.36%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101583710
• LOTUS: LTS0247144
• wikiData: Q77372248