Guignarderemophilane D

Details

• Internal ID: 8d731367-6d56-4c65-a151-eba72e2982e5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (4aR,5R,6R,7R,8R)-6,7,8-trihydroxy-4a,5-dimethyl-3-propan-2-ylidene-5,6,7,8-tetrahydro-4H-naphthalen-2-one
• SMILES (Canonical): CC1C(C(C(C2=CC(=O)C(=C(C)C)CC12C)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@H]([C@@H](C2=CC(=O)C(=C(C)C)C[C@]12C)O)O)O
• InChI: InChI=1S/C15H22O4/c1-7(2)9-6-15(4)8(3)12(17)14(19)13(18)10(15)5-11(9)16/h5,8,12-14,17-19H,6H2,1-4H3/t8-,12+,13+,14+,15+/m0/s1
• InChI Key: CKEATZFCOZVTMU-LMYWXWJPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.96
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• CHEMBL3609683

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9864	98.64%
Caco-2	+	0.5496	54.96%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6542	65.42%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.9337	93.37%
OATP1B3 inhibitior	+	0.9400	94.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9146	91.46%
P-glycoprotein inhibitior	-	0.9401	94.01%
P-glycoprotein substrate	-	0.8078	80.78%
CYP3A4 substrate	+	0.5237	52.37%
CYP2C9 substrate	-	0.7411	74.11%
CYP2D6 substrate	-	0.8671	86.71%
CYP3A4 inhibition	-	0.7745	77.45%
CYP2C9 inhibition	-	0.7064	70.64%
CYP2C19 inhibition	-	0.7829	78.29%
CYP2D6 inhibition	-	0.8276	82.76%
CYP1A2 inhibition	-	0.6471	64.71%
CYP2C8 inhibition	-	0.9530	95.30%
CYP inhibitory promiscuity	-	0.5635	56.35%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5697	56.97%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9384	93.84%
Skin irritation	-	0.5504	55.04%
Skin corrosion	-	0.9132	91.32%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6173	61.73%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5533	55.33%
skin sensitisation	-	0.5878	58.78%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5370	53.70%
Acute Oral Toxicity (c)	III	0.5348	53.48%
Estrogen receptor binding	-	0.8056	80.56%
Androgen receptor binding	-	0.5848	58.48%
Thyroid receptor binding	-	0.5964	59.64%
Glucocorticoid receptor binding	-	0.8162	81.62%
Aromatase binding	-	0.6149	61.49%
PPAR gamma	-	0.7083	70.83%
Honey bee toxicity	-	0.9074	90.74%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9890	98.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.80%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.70%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.22%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.98%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.58%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.40%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.86%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.98%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.77%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.44%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.01%	99.23%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.98%	85.30%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 122187759
• LOTUS: LTS0004362
• wikiData: Q77382388