Ophiocerol

Details

• Internal ID: 4ba534d8-fd84-4477-9052-61c4e6cd5e12
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Alkyl aryl ethers
• IUPAC Name: (3R,4S,12S,13S)-3,12-dimethyl-2,11-dioxatricyclo[12.4.0.05,10]octadeca-1(18),5,7,9,14,16-hexaene-4,6,13,15-tetrol
• SMILES (Canonical): CC1C(C2=C(C=CC=C2OC(C(C3=C(C=CC=C3O1)O)O)C)O)O
• SMILES (Isomeric): C[C@@H]1[C@H](C2=C(C=CC=C2O[C@H]([C@H](C3=C(C=CC=C3O1)O)O)C)O)O
• InChI: InChI=1S/C18H20O6/c1-9-17(21)15-11(19)5-4-8-14(15)24-10(2)18(22)16-12(20)6-3-7-13(16)23-9/h3-10,17-22H,1-2H3/t9-,10+,17-,18-/m1/s1
• InChI Key: HTVPTLVEDCCJOB-AYBUMKCRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₆
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.12598835 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

• (3R,4S,12S,13S)-3,12-dimethyl-2,11-dioxatricyclo[12.4.0.05,10]octadeca-1(18),5,7,9,14,16-hexaene-4,6,13,15-tetrol
• (3R,4S,12S,13S)-3,12-dimethyl-2,11-dioxatricyclo(12.4.0.05,10)octadeca-1(18),5,7,9,14,16-hexaene-4,6,13,15-tetrol
• RefChem:168367
• CHEBI:219803

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9414	94.14%
Caco-2	-	0.6127	61.27%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5498	54.98%
OATP2B1 inhibitior	-	0.5719	57.19%
OATP1B1 inhibitior	+	0.9268	92.68%
OATP1B3 inhibitior	+	0.8857	88.57%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7249	72.49%
P-glycoprotein inhibitior	-	0.7070	70.70%
P-glycoprotein substrate	-	0.9172	91.72%
CYP3A4 substrate	-	0.6347	63.47%
CYP2C9 substrate	-	0.7786	77.86%
CYP2D6 substrate	+	0.4348	43.48%
CYP3A4 inhibition	-	0.6446	64.46%
CYP2C9 inhibition	-	0.5157	51.57%
CYP2C19 inhibition	-	0.6067	60.67%
CYP2D6 inhibition	-	0.8235	82.35%
CYP1A2 inhibition	+	0.8847	88.47%
CYP2C8 inhibition	-	0.9196	91.96%
CYP inhibitory promiscuity	+	0.7074	70.74%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5819	58.19%
Eye corrosion	-	0.9805	98.05%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.5373	53.73%
Skin corrosion	-	0.8538	85.38%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5550	55.50%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.6341	63.41%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7330	73.30%
Acute Oral Toxicity (c)	III	0.6530	65.30%
Estrogen receptor binding	+	0.5286	52.86%
Androgen receptor binding	+	0.5300	53.00%
Thyroid receptor binding	+	0.6468	64.68%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5120	51.20%
PPAR gamma	+	0.5859	58.59%
Honey bee toxicity	-	0.9704	97.04%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9113	91.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.91%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	87.16%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.44%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	86.30%	91.49%
CHEMBL2581	P07339	Cathepsin D	85.42%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.74%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.16%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.08%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586308
• LOTUS: LTS0018952
• wikiData: Q77503753