(4S,11bR)-4-(hydroxymethyl)-11b-methyl-7-methylidene-2,3,4a,5,6,6a,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-4-carboxylic acid

Details

• Internal ID: 76a12ad2-aef9-4946-b38e-3ea6359584bb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4S,11bR)-4-(hydroxymethyl)-11b-methyl-7-methylidene-2,3,4a,5,6,6a,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-4-carboxylic acid
• InChI: InChI=1S/C20H26O4/c1-12-13-4-5-17-19(2,7-3-8-20(17,11-21)18(22)23)15(13)10-16-14(12)6-9-24-16/h6,9,13,15,17,21H,1,3-5,7-8,10-11H2,2H3,(H,22,23)/t13?,15?,17?,19-,20-/m1/s1
• InChI Key: QIHOKLBFXIBNNW-LTWHAEJTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 70.70 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.74
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9731	97.31%
Caco-2	+	0.6193	61.93%
Blood Brain Barrier	+	0.6027	60.27%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6752	67.52%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8345	83.45%
OATP1B3 inhibitior	+	0.9231	92.31%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5989	59.89%
BSEP inhibitior	-	0.6820	68.20%
P-glycoprotein inhibitior	-	0.8294	82.94%
P-glycoprotein substrate	-	0.7900	79.00%
CYP3A4 substrate	+	0.6277	62.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8642	86.42%
CYP3A4 inhibition	-	0.7280	72.80%
CYP2C9 inhibition	-	0.7243	72.43%
CYP2C19 inhibition	-	0.6890	68.90%
CYP2D6 inhibition	-	0.8781	87.81%
CYP1A2 inhibition	-	0.6098	60.98%
CYP2C8 inhibition	+	0.6321	63.21%
CYP inhibitory promiscuity	-	0.5217	52.17%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6283	62.83%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9024	90.24%
Skin irritation	-	0.7252	72.52%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.7440	74.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7090	70.90%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6816	68.16%
skin sensitisation	-	0.8147	81.47%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6699	66.99%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7395	73.95%
Acute Oral Toxicity (c)	III	0.5920	59.20%
Estrogen receptor binding	+	0.8260	82.60%
Androgen receptor binding	+	0.7295	72.95%
Thyroid receptor binding	-	0.4903	49.03%
Glucocorticoid receptor binding	+	0.7032	70.32%
Aromatase binding	+	0.7058	70.58%
PPAR gamma	+	0.7080	70.80%
Honey bee toxicity	-	0.9192	91.92%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9961	99.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.95%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.53%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.30%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.10%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.76%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.37%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.15%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.39%	86.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.13%	95.83%
CHEMBL340	P08684	Cytochrome P450 3A4	81.79%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.64%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.41%	89.00%

Plants that contains it

• Cordyla madagascariensis

Cross-Links

• PubChem: 101863830
• LOTUS: LTS0177758
• wikiData: Q105221396