1,4-Dihydroxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a-tetrahydrophenanthrene-3,9-dione

Details

• Internal ID: a7792f42-cbae-4207-866b-0b9d60e5417f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 1,4-dihydroxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a-tetrahydrophenanthrene-3,9-dione
• InChI: InChI=1S/C20H26O4/c1-10(2)13-15(22)11-9-12(21)18-19(3,4)7-6-8-20(18,5)14(11)17(24)16(13)23/h9-10,18,22,24H,6-8H2,1-5H3
• InChI Key: SQVFZTKEIBMQQZ-UHFFFAOYSA-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): 74.60 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	+	0.7053	70.53%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7962	79.62%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8572	85.72%
OATP1B3 inhibitior	+	0.8857	88.57%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8542	85.42%
P-glycoprotein inhibitior	-	0.8918	89.18%
P-glycoprotein substrate	-	0.7483	74.83%
CYP3A4 substrate	+	0.5602	56.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8753	87.53%
CYP3A4 inhibition	-	0.9082	90.82%
CYP2C9 inhibition	-	0.7896	78.96%
CYP2C19 inhibition	-	0.8950	89.50%
CYP2D6 inhibition	-	0.9029	90.29%
CYP1A2 inhibition	-	0.6775	67.75%
CYP2C8 inhibition	-	0.8262	82.62%
CYP inhibitory promiscuity	-	0.8336	83.36%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5912	59.12%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.7387	73.87%
Skin irritation	+	0.5893	58.93%
Skin corrosion	-	0.9327	93.27%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7349	73.49%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6877	68.77%
skin sensitisation	+	0.4779	47.79%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6120	61.20%
Acute Oral Toxicity (c)	III	0.5716	57.16%
Estrogen receptor binding	+	0.6090	60.90%
Androgen receptor binding	+	0.5655	56.55%
Thyroid receptor binding	+	0.6384	63.84%
Glucocorticoid receptor binding	+	0.8340	83.40%
Aromatase binding	+	0.5770	57.70%
PPAR gamma	+	0.8430	84.30%
Honey bee toxicity	-	0.8555	85.55%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9940	99.40%

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	96.56%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.23%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.11%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.02%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	92.62%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.58%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.94%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.98%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.39%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.78%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.21%	96.77%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.36%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.29%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.09%	93.56%

Plants that contains it

• Coleus grandidentatus

Cross-Links

• PubChem: 5022709
• LOTUS: LTS0253527
• wikiData: Q105258636