Ophiocerin D

Details

• Internal ID: 807ddb72-9274-4993-968f-7964fce21e0e
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(2R,3R,4R,5S)-4,5-dihydroxy-2-methyloxan-3-yl] (Z)-but-2-enoate
• SMILES (Canonical): CC=CC(=O)OC1C(OCC(C1O)O)C
• SMILES (Isomeric): C/C=C\C(=O)O[C@H]1[C@H](OC[C@@H]([C@H]1O)O)C
• InChI: InChI=1S/C10H16O5/c1-3-4-8(12)15-10-6(2)14-5-7(11)9(10)13/h3-4,6-7,9-11,13H,5H2,1-2H3/b4-3-/t6-,7+,9-,10+/m1/s1
• InChI Key: ZKDAKCXDTRJOGZ-QENWWAFGSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₅
• Molecular Weight: 216.23 g/mol
• Exact Mass: 216.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.39
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL455862
• InChI=1/C10H16O5/c1-3-4-8(12)15-10-6(2)14-5-7(11)9(10)13/h3-4,6-7,9-11,13H,5H2,1-2H3/b4-3-/t6-,7+,9-,10+/m1/s

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8324	83.24%
Caco-2	-	0.6682	66.82%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8350	83.50%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9199	91.99%
OATP1B3 inhibitior	+	0.9468	94.68%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9132	91.32%
P-glycoprotein inhibitior	-	0.9622	96.22%
P-glycoprotein substrate	-	0.8873	88.73%
CYP3A4 substrate	+	0.5323	53.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8924	89.24%
CYP3A4 inhibition	-	0.9538	95.38%
CYP2C9 inhibition	-	0.9862	98.62%
CYP2C19 inhibition	-	0.9722	97.22%
CYP2D6 inhibition	-	0.9461	94.61%
CYP1A2 inhibition	-	0.9309	93.09%
CYP2C8 inhibition	-	0.9421	94.21%
CYP inhibitory promiscuity	-	0.9813	98.13%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7566	75.66%
Eye corrosion	-	0.9716	97.16%
Eye irritation	-	0.9613	96.13%
Skin irritation	-	0.7057	70.57%
Skin corrosion	-	0.9256	92.56%
Ames mutagenesis	+	0.5946	59.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.7433	74.33%
Micronuclear	-	0.6041	60.41%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8633	86.33%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8809	88.09%
Acute Oral Toxicity (c)	III	0.5281	52.81%
Estrogen receptor binding	-	0.6708	67.08%
Androgen receptor binding	-	0.8740	87.40%
Thyroid receptor binding	-	0.7039	70.39%
Glucocorticoid receptor binding	+	0.5427	54.27%
Aromatase binding	-	0.9087	90.87%
PPAR gamma	-	0.7539	75.39%
Honey bee toxicity	-	0.7687	76.87%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6955	69.55%
Fish aquatic toxicity	-	0.4298	42.98%

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	92.09%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.33%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.67%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	86.86%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	86.71%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.33%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5324485
• LOTUS: LTS0095188
• wikiData: Q77501295