Koanoadmantic acid

Details

• Internal ID: a1d268c3-72df-4867-85cc-27dc361918d2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: (2Z,6E,10E,14E)-16-acetyloxy-2,6,10,14-tetramethylhexadeca-2,6,10,14-tetraenoic acid
• SMILES (Canonical): CC(=CCCC(=CCOC(=O)C)C)CCC=C(C)CCC=C(C)C(=O)O
• SMILES (Isomeric): C/C(=C\CC/C(=C/COC(=O)C)/C)/CC/C=C(\C)/CC/C=C(/C)\C(=O)O
• InChI: InChI=1S/C22H34O4/c1-17(11-7-12-19(3)15-16-26-21(5)23)9-6-10-18(2)13-8-14-20(4)22(24)25/h10-11,14-15H,6-9,12-13,16H2,1-5H3,(H,24,25)/b17-11+,18-10+,19-15+,20-14-
• InChI Key: SFLIVRHHZBCWND-BUSJRZTHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₄
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.24570956 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.76
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9489	94.89%
Caco-2	+	0.4920	49.20%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7902	79.02%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9134	91.34%
OATP1B3 inhibitior	+	0.9233	92.33%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9266	92.66%
P-glycoprotein inhibitior	-	0.4430	44.30%
P-glycoprotein substrate	-	0.9677	96.77%
CYP3A4 substrate	-	0.5523	55.23%
CYP2C9 substrate	-	0.5646	56.46%
CYP2D6 substrate	-	0.9147	91.47%
CYP3A4 inhibition	-	0.8265	82.65%
CYP2C9 inhibition	-	0.7961	79.61%
CYP2C19 inhibition	-	0.8805	88.05%
CYP2D6 inhibition	-	0.8814	88.14%
CYP1A2 inhibition	-	0.7643	76.43%
CYP2C8 inhibition	-	0.9074	90.74%
CYP inhibitory promiscuity	-	0.8492	84.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7023	70.23%
Carcinogenicity (trinary)	Non-required	0.6995	69.95%
Eye corrosion	-	0.8112	81.12%
Eye irritation	-	0.8074	80.74%
Skin irritation	+	0.5770	57.70%
Skin corrosion	-	0.9903	99.03%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4921	49.21%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.6065	60.65%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	-	0.8624	86.24%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	+	0.5252	52.52%
Acute Oral Toxicity (c)	III	0.6888	68.88%
Estrogen receptor binding	-	0.6219	62.19%
Androgen receptor binding	-	0.6530	65.30%
Thyroid receptor binding	+	0.6093	60.93%
Glucocorticoid receptor binding	-	0.4674	46.74%
Aromatase binding	+	0.6688	66.88%
PPAR gamma	+	0.6296	62.96%
Honey bee toxicity	-	0.9226	92.26%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.9948	99.48%

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	91.05%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.46%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	83.68%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	83.60%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.50%	91.11%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	82.70%	92.08%

Plants that contains it

• Koanophyllon adamantium

Cross-Links

• PubChem: 163184461
• LOTUS: LTS0195217
• wikiData: Q105251823