Dendryphiellin H

Details

• Internal ID: a88e98d8-e258-4ea5-8bbd-e40055ecddfa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (3R,4aR,5S)-3-hydroxy-3-(3-hydroxyprop-1-en-2-yl)-4a,5-dimethyl-5,6-dihydro-4H-naphthalen-2-one
• SMILES (Canonical): CC1CC=CC2=CC(=O)C(CC12C)(C(=C)CO)O
• SMILES (Isomeric): C[C@H]1CC=CC2=CC(=O)[C@@](C[C@]12C)(C(=C)CO)O
• InChI: InChI=1S/C15H20O3/c1-10-5-4-6-12-7-13(17)15(18,11(2)8-16)9-14(10,12)3/h4,6-7,10,16,18H,2,5,8-9H2,1,3H3/t10-,14+,15+/m0/s1
• InChI Key: ZLWMXKXCYUUHDB-COLVAYQJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.77
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• (3R,4aR,5S)-3-hydroxy-3-(3-hydroxyprop-1-en-2-yl)-4a,5-dimethyl-5,6-dihydro-4H-naphthalen-2-one
• RefChem:131864
• CHEMBL4170405
• CHEBI:209649

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	+	0.7249	72.49%
Blood Brain Barrier	+	0.6238	62.38%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7060	70.60%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9046	90.46%
OATP1B3 inhibitior	+	0.9502	95.02%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8549	85.49%
BSEP inhibitior	-	0.9214	92.14%
P-glycoprotein inhibitior	-	0.9691	96.91%
P-glycoprotein substrate	-	0.6089	60.89%
CYP3A4 substrate	+	0.5896	58.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9061	90.61%
CYP3A4 inhibition	-	0.8128	81.28%
CYP2C9 inhibition	-	0.8231	82.31%
CYP2C19 inhibition	-	0.7563	75.63%
CYP2D6 inhibition	-	0.8756	87.56%
CYP1A2 inhibition	-	0.7969	79.69%
CYP2C8 inhibition	-	0.8722	87.22%
CYP inhibitory promiscuity	-	0.7705	77.05%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6685	66.85%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9067	90.67%
Skin irritation	-	0.6477	64.77%
Skin corrosion	-	0.9313	93.13%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7021	70.21%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5983	59.83%
skin sensitisation	-	0.7888	78.88%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5200	52.00%
Acute Oral Toxicity (c)	III	0.6468	64.68%
Estrogen receptor binding	-	0.5941	59.41%
Androgen receptor binding	+	0.6009	60.09%
Thyroid receptor binding	-	0.5357	53.57%
Glucocorticoid receptor binding	+	0.5546	55.46%
Aromatase binding	-	0.5436	54.36%
PPAR gamma	-	0.6671	66.71%
Honey bee toxicity	-	0.9279	92.79%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9722	97.22%

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	96.67%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.99%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.66%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.60%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.06%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	85.00%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.01%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.12%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.71%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.63%	97.25%
CHEMBL2916	O14746	Telomerase reverse transcriptase	80.54%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590019
• LOTUS: LTS0249816
• wikiData: Q105379247