7-Hydroxy-3b,6-bis(hydroxymethyl)-6,9a-dimethyl-4,5,5a,7,9,9b,10,11-octahydronaphtho[2,1-e][2]benzofuran-8-one

Details

• Internal ID: e347c398-01e1-4c79-b996-657d5a73746d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Isocopalane and spongiane diterpenoids
• IUPAC Name: 7-hydroxy-3b,6-bis(hydroxymethyl)-6,9a-dimethyl-4,5,5a,7,9,9b,10,11-octahydronaphtho[2,1-e][2]benzofuran-8-one
• InChI: InChI=1S/C20H28O5/c1-18-7-14(23)17(24)19(2,10-21)15(18)5-6-20(11-22)13-9-25-8-12(13)3-4-16(18)20/h8-9,15-17,21-22,24H,3-7,10-11H2,1-2H3
• InChI Key: MCWBEUKGVFWARY-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 90.90 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9532	95.32%
Caco-2	+	0.5736	57.36%
Blood Brain Barrier	+	0.6635	66.35%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7626	76.26%
OATP2B1 inhibitior	-	0.8682	86.82%
OATP1B1 inhibitior	+	0.8463	84.63%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.6247	62.47%
BSEP inhibitior	+	0.7395	73.95%
P-glycoprotein inhibitior	-	0.8224	82.24%
P-glycoprotein substrate	-	0.7826	78.26%
CYP3A4 substrate	+	0.6483	64.83%
CYP2C9 substrate	-	0.6176	61.76%
CYP2D6 substrate	-	0.7284	72.84%
CYP3A4 inhibition	-	0.7599	75.99%
CYP2C9 inhibition	-	0.7477	74.77%
CYP2C19 inhibition	-	0.7808	78.08%
CYP2D6 inhibition	-	0.9377	93.77%
CYP1A2 inhibition	-	0.7205	72.05%
CYP2C8 inhibition	-	0.6945	69.45%
CYP inhibitory promiscuity	-	0.7726	77.26%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6406	64.06%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9396	93.96%
Skin irritation	-	0.7208	72.08%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4722	47.22%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9171	91.71%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5917	59.17%
Acute Oral Toxicity (c)	III	0.6022	60.22%
Estrogen receptor binding	+	0.7203	72.03%
Androgen receptor binding	+	0.6780	67.80%
Thyroid receptor binding	+	0.6451	64.51%
Glucocorticoid receptor binding	+	0.7780	77.80%
Aromatase binding	+	0.6565	65.65%
PPAR gamma	-	0.5861	58.61%
Honey bee toxicity	-	0.8682	86.82%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9555	95.55%

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	95.98%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.88%	97.25%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	90.54%	93.04%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.47%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.20%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.41%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.18%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.50%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.30%	95.89%
CHEMBL2581	P07339	Cathepsin D	80.84%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.84%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.23%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14239618
• LOTUS: LTS0207516
• wikiData: Q105161474