6-Hydroxy-7,7,10a-trimethyl-3-propan-2-yl-6,6a,9,10-tetrahydrobenzo[h]chromene-2,5,8-trione

Details

• Internal ID: 9e6a2e01-e851-4dea-a734-b738ea6e16ae
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 6-hydroxy-7,7,10a-trimethyl-3-propan-2-yl-6,6a,9,10-tetrahydrobenzo[h]chromene-2,5,8-trione
• SMILES (Canonical): CC(C)C1=CC2=C(C3(CCC(=O)C(C3C(C2=O)O)(C)C)C)OC1=O
• SMILES (Isomeric): CC(C)C1=CC2=C(C3(CCC(=O)C(C3C(C2=O)O)(C)C)C)OC1=O
• InChI: InChI=1S/C19H24O5/c1-9(2)10-8-11-13(21)14(22)15-18(3,4)12(20)6-7-19(15,5)16(11)24-17(10)23/h8-9,14-15,22H,6-7H2,1-5H3
• InChI Key: PFDQHAQDZGMRHO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₅
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.16237386 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 5
• 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	+	0.9392	93.92%
Caco-2	+	0.5268	52.68%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7483	74.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8984	89.84%
OATP1B3 inhibitior	+	0.9497	94.97%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7657	76.57%
P-glycoprotein inhibitior	-	0.8073	80.73%
P-glycoprotein substrate	-	0.8079	80.79%
CYP3A4 substrate	+	0.5962	59.62%
CYP2C9 substrate	+	0.6406	64.06%
CYP2D6 substrate	-	0.8436	84.36%
CYP3A4 inhibition	-	0.8742	87.42%
CYP2C9 inhibition	-	0.7634	76.34%
CYP2C19 inhibition	-	0.8866	88.66%
CYP2D6 inhibition	-	0.9209	92.09%
CYP1A2 inhibition	+	0.7301	73.01%
CYP2C8 inhibition	-	0.7393	73.93%
CYP inhibitory promiscuity	-	0.9663	96.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6473	64.73%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9415	94.15%
Skin irritation	-	0.5999	59.99%
Skin corrosion	-	0.8049	80.49%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8492	84.92%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5695	56.95%
skin sensitisation	-	0.8330	83.30%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6804	68.04%
Acute Oral Toxicity (c)	III	0.6907	69.07%
Estrogen receptor binding	-	0.5277	52.77%
Androgen receptor binding	+	0.5946	59.46%
Thyroid receptor binding	-	0.5807	58.07%
Glucocorticoid receptor binding	+	0.6230	62.30%
Aromatase binding	-	0.5852	58.52%
PPAR gamma	+	0.7555	75.55%
Honey bee toxicity	-	0.8190	81.90%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9612	96.12%

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	97.81%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.34%	96.77%
CHEMBL2581	P07339	Cathepsin D	94.17%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.66%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.61%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.89%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.10%	100.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.75%	85.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.16%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.01%	86.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.52%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.92%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.90%	96.09%

Plants that contains it

• Taiwania cryptomerioides

Cross-Links

• PubChem: 162970039
• LOTUS: LTS0170637
• wikiData: Q105207677