4-(hydroxymethyl)-4,7,11b-trimethyl-2,3,4a,5,6,6a,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-5,6,7-triol

Details

• Internal ID: 22328862-be93-413e-a778-3b330f8bacd6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 4-(hydroxymethyl)-4,7,11b-trimethyl-2,3,4a,5,6,6a,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-5,6,7-triol
• SMILES (Canonical): CC1(CCCC2(C1C(C(C3C2CC4=C(C3(C)O)C=CO4)O)O)C)CO
• SMILES (Isomeric): CC1(CCCC2(C1C(C(C3C2CC4=C(C3(C)O)C=CO4)O)O)C)CO
• InChI: InChI=1S/C20H30O5/c1-18(10-21)6-4-7-19(2)12-9-13-11(5-8-25-13)20(3,24)14(12)15(22)16(23)17(18)19/h5,8,12,14-17,21-24H,4,6-7,9-10H2,1-3H3
• InChI Key: QNPNAWLXZOMOPO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 94.10 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9098	90.98%
Caco-2	+	0.5270	52.70%
Blood Brain Barrier	+	0.5135	51.35%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6713	67.13%
OATP2B1 inhibitior	-	0.8685	86.85%
OATP1B1 inhibitior	+	0.8490	84.90%
OATP1B3 inhibitior	+	0.9379	93.79%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6108	61.08%
BSEP inhibitior	-	0.8476	84.76%
P-glycoprotein inhibitior	-	0.8457	84.57%
P-glycoprotein substrate	-	0.6855	68.55%
CYP3A4 substrate	+	0.6048	60.48%
CYP2C9 substrate	+	0.5839	58.39%
CYP2D6 substrate	-	0.7236	72.36%
CYP3A4 inhibition	-	0.8224	82.24%
CYP2C9 inhibition	-	0.7916	79.16%
CYP2C19 inhibition	-	0.8099	80.99%
CYP2D6 inhibition	-	0.9482	94.82%
CYP1A2 inhibition	-	0.6673	66.73%
CYP2C8 inhibition	-	0.5886	58.86%
CYP inhibitory promiscuity	-	0.8239	82.39%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6429	64.29%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9624	96.24%
Skin irritation	-	0.6961	69.61%
Skin corrosion	-	0.9461	94.61%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6869	68.69%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5271	52.71%
skin sensitisation	-	0.9029	90.29%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8180	81.80%
Acute Oral Toxicity (c)	III	0.5968	59.68%
Estrogen receptor binding	+	0.7544	75.44%
Androgen receptor binding	+	0.6167	61.67%
Thyroid receptor binding	+	0.6532	65.32%
Glucocorticoid receptor binding	+	0.6129	61.29%
Aromatase binding	+	0.8136	81.36%
PPAR gamma	-	0.5662	56.62%
Honey bee toxicity	-	0.8693	86.93%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9542	95.42%

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	96.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.40%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.66%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.50%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.73%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	87.24%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	87.19%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.61%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.38%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.37%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.56%	97.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.30%	93.99%

Plants that contains it

• Pterodon emarginatus

Cross-Links

• PubChem: 85250186
• LOTUS: LTS0107640
• wikiData: Q105224600