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

Details

• Internal ID: 31a6a5e0-c2f5-4528-8d9d-7165f494c88a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 4,6-dihydroxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a-tetrahydrophenanthrene-3,9-dione
• InChI: InChI=1S/C20H26O4/c1-10(2)13-6-11-7-14(22)18-19(3,4)8-12(21)9-20(18,5)15(11)17(24)16(13)23/h6-7,10,12,18,21,24H,8-9H2,1-5H3
• InChI Key: FIESVRCENWHNFP-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: 2.60
• Atomic LogP (AlogP): 3.28
• 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	+	0.9917	99.17%
Caco-2	+	0.7436	74.36%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8006	80.06%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9084	90.84%
OATP1B3 inhibitior	+	0.9347	93.47%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8192	81.92%
P-glycoprotein inhibitior	-	0.8463	84.63%
P-glycoprotein substrate	-	0.6658	66.58%
CYP3A4 substrate	+	0.5827	58.27%
CYP2C9 substrate	-	0.7636	76.36%
CYP2D6 substrate	-	0.8677	86.77%
CYP3A4 inhibition	-	0.7994	79.94%
CYP2C9 inhibition	-	0.8895	88.95%
CYP2C19 inhibition	-	0.8565	85.65%
CYP2D6 inhibition	-	0.9170	91.70%
CYP1A2 inhibition	-	0.9133	91.33%
CYP2C8 inhibition	-	0.9027	90.27%
CYP inhibitory promiscuity	-	0.8537	85.37%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5683	56.83%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8332	83.32%
Skin irritation	-	0.5340	53.40%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5963	59.63%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5176	51.76%
skin sensitisation	+	0.4859	48.59%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5594	55.94%
Acute Oral Toxicity (c)	III	0.7004	70.04%
Estrogen receptor binding	+	0.7025	70.25%
Androgen receptor binding	+	0.5390	53.90%
Thyroid receptor binding	+	0.6571	65.71%
Glucocorticoid receptor binding	+	0.7583	75.83%
Aromatase binding	+	0.6245	62.45%
PPAR gamma	+	0.8197	81.97%
Honey bee toxicity	-	0.7815	78.15%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9796	97.96%

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	96.29%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.56%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.56%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.37%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.72%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.49%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.76%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.59%	90.71%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.53%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.82%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.67%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.12%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.44%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.51%	97.09%

Plants that contains it

• Salvia texana

Cross-Links

• PubChem: 14136906
• LOTUS: LTS0013277
• wikiData: Q104995673