8-(hydroxymethyl)-3,4,9-trimethyl-9,10-dihydro-8H-naphtho[2,1-g]chromene-7,12-dione

Details

• Internal ID: ee042b0a-0610-4393-a8a3-67eab8767e31
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 8-(hydroxymethyl)-3,4,9-trimethyl-9,10-dihydro-8H-naphtho[2,1-g]chromene-7,12-dione
• SMILES (Canonical): CC1COC2=C(C1CO)C(=O)C3=C(C2=O)C4=C(C=C3)C(=C(C=C4)C)C
• SMILES (Isomeric): CC1COC2=C(C1CO)C(=O)C3=C(C2=O)C4=C(C=C3)C(=C(C=C4)C)C
• InChI: InChI=1S/C21H20O4/c1-10-4-5-14-13(12(10)3)6-7-15-17(14)20(24)21-18(19(15)23)16(8-22)11(2)9-25-21/h4-7,11,16,22H,8-9H2,1-3H3
• InChI Key: VTSFLCVRCKVBCB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₄
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9639	96.39%
Caco-2	+	0.7467	74.67%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7257	72.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8842	88.42%
OATP1B3 inhibitior	+	0.9588	95.88%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.8381	83.81%
BSEP inhibitior	+	0.7000	70.00%
P-glycoprotein inhibitior	-	0.6721	67.21%
P-glycoprotein substrate	-	0.6035	60.35%
CYP3A4 substrate	+	0.5412	54.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8507	85.07%
CYP3A4 inhibition	+	0.5102	51.02%
CYP2C9 inhibition	-	0.6087	60.87%
CYP2C19 inhibition	-	0.5616	56.16%
CYP2D6 inhibition	-	0.8200	82.00%
CYP1A2 inhibition	+	0.6629	66.29%
CYP2C8 inhibition	-	0.8134	81.34%
CYP inhibitory promiscuity	-	0.6012	60.12%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6705	67.05%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.8789	87.89%
Skin irritation	-	0.7253	72.53%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	+	0.7946	79.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4767	47.67%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6253	62.53%
skin sensitisation	-	0.8160	81.60%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5959	59.59%
Acute Oral Toxicity (c)	III	0.5251	52.51%
Estrogen receptor binding	+	0.7973	79.73%
Androgen receptor binding	+	0.7648	76.48%
Thyroid receptor binding	-	0.6127	61.27%
Glucocorticoid receptor binding	+	0.7352	73.52%
Aromatase binding	+	0.5646	56.46%
PPAR gamma	+	0.7609	76.09%
Honey bee toxicity	-	0.9243	92.43%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9934	99.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.25%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.99%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	92.62%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.09%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.82%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.99%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.39%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.34%	96.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.88%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.84%	99.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.65%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.37%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	80.15%	94.73%

Plants that contains it

• Clerodendrum bungei

Cross-Links

• PubChem: 10711904
• LOTUS: LTS0079089
• wikiData: Q105292973