(4aS,5R,6R,6aS,7S,11aS,11bR)-4,4,7,11b-tetramethyl-2,3,4a,5,6,6a,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-5,6,7-triol

Details

• Internal ID: 907256bc-a60d-485b-90e3-bb1b1a9bc268
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aS,5R,6R,6aS,7S,11aS,11bR)-4,4,7,11b-tetramethyl-2,3,4a,5,6,6a,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-5,6,7-triol
• InChI: InChI=1S/C20H30O4/c1-18(2)7-5-8-19(3)12-10-13-11(6-9-24-13)20(4,23)14(12)15(21)16(22)17(18)19/h6,9,12,14-17,21-23H,5,7-8,10H2,1-4H3/t12-,14-,15+,16-,17-,19+,20+/m0/s1
• InChI Key: ZPHXWEJBGVGOKG-NFKJIKJHSA-N
• Popularity: 3 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): 73.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9383	93.83%
Caco-2	+	0.6458	64.58%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6071	60.71%
OATP2B1 inhibitior	-	0.8654	86.54%
OATP1B1 inhibitior	+	0.8792	87.92%
OATP1B3 inhibitior	+	0.9675	96.75%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7838	78.38%
P-glycoprotein inhibitior	-	0.7937	79.37%
P-glycoprotein substrate	-	0.8094	80.94%
CYP3A4 substrate	+	0.6005	60.05%
CYP2C9 substrate	-	0.5981	59.81%
CYP2D6 substrate	-	0.7105	71.05%
CYP3A4 inhibition	-	0.8737	87.37%
CYP2C9 inhibition	-	0.8233	82.33%
CYP2C19 inhibition	-	0.8024	80.24%
CYP2D6 inhibition	-	0.9199	91.99%
CYP1A2 inhibition	+	0.5060	50.60%
CYP2C8 inhibition	-	0.6518	65.18%
CYP inhibitory promiscuity	-	0.8051	80.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5871	58.71%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9589	95.89%
Skin irritation	-	0.6303	63.03%
Skin corrosion	-	0.8943	89.43%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6611	66.11%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5176	51.76%
skin sensitisation	-	0.8308	83.08%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7035	70.35%
Acute Oral Toxicity (c)	III	0.6032	60.32%
Estrogen receptor binding	+	0.6782	67.82%
Androgen receptor binding	+	0.5781	57.81%
Thyroid receptor binding	+	0.6746	67.46%
Glucocorticoid receptor binding	+	0.6107	61.07%
Aromatase binding	+	0.7712	77.12%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8810	88.10%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9806	98.06%

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	97.51%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.94%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.41%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	89.14%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.14%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.54%	94.45%
CHEMBL2581	P07339	Cathepsin D	85.02%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.91%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.89%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.61%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.50%	97.25%

Plants that contains it

• Pterodon emarginatus

Cross-Links

• PubChem: 15786122
• LOTUS: LTS0238764
• wikiData: Q105380919