(5S,6R,8R)-8-(hydroxymethyl)-3-methyl-5-[(2S)-6-methylhept-5-en-2-yl]-5,6,7,8-tetrahydronaphthalene-1,2,6-triol

Details

• Internal ID: e500b010-66e5-48a4-b387-75be14db3ef4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Biflorane and serrulatane diterpenoids
• IUPAC Name: (5S,6R,8R)-8-(hydroxymethyl)-3-methyl-5-[(2S)-6-methylhept-5-en-2-yl]-5,6,7,8-tetrahydronaphthalene-1,2,6-triol
• InChI: InChI=1S/C20H30O4/c1-11(2)6-5-7-12(3)17-15-8-13(4)19(23)20(24)18(15)14(10-21)9-16(17)22/h6,8,12,14,16-17,21-24H,5,7,9-10H2,1-4H3/t12-,14-,16+,17-/m0/s1
• InChI Key: IFLDGBYQZQEKOH-SDNTUTLCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.71
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	+	0.5063	50.63%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7860	78.60%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8627	86.27%
OATP1B3 inhibitior	+	0.8961	89.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7300	73.00%
P-glycoprotein inhibitior	-	0.8538	85.38%
P-glycoprotein substrate	-	0.6814	68.14%
CYP3A4 substrate	+	0.5474	54.74%
CYP2C9 substrate	-	0.5852	58.52%
CYP2D6 substrate	+	0.3467	34.67%
CYP3A4 inhibition	-	0.5810	58.10%
CYP2C9 inhibition	-	0.7243	72.43%
CYP2C19 inhibition	-	0.6826	68.26%
CYP2D6 inhibition	-	0.8351	83.51%
CYP1A2 inhibition	+	0.7345	73.45%
CYP2C8 inhibition	-	0.8699	86.99%
CYP inhibitory promiscuity	-	0.7496	74.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.7499	74.99%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9577	95.77%
Skin irritation	-	0.7101	71.01%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.5878	58.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4854	48.54%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.6421	64.21%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8634	86.34%
Acute Oral Toxicity (c)	III	0.6260	62.60%
Estrogen receptor binding	-	0.5140	51.40%
Androgen receptor binding	+	0.8119	81.19%
Thyroid receptor binding	+	0.7048	70.48%
Glucocorticoid receptor binding	+	0.7421	74.21%
Aromatase binding	-	0.6628	66.28%
PPAR gamma	-	0.5347	53.47%
Honey bee toxicity	-	0.8948	89.48%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.85%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.34%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.35%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.69%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.84%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.03%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.98%	94.45%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	84.64%	97.23%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.51%	89.62%
CHEMBL3401	O75469	Pregnane X receptor	83.46%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.13%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.17%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.16%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.00%	95.56%

Plants that contains it

• Eremophila duttonii

Cross-Links

• PubChem: 162997022
• LOTUS: LTS0015884
• wikiData: Q105112230