4,6-dihydroxy-4b,8,8-trimethyl-2-propan-2-yl-6,7,8a,9-tetrahydro-5H-phenanthren-3-one

Details

• Internal ID: ab48b937-42b1-47b3-b3ef-5f35a1b49855
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 4,6-dihydroxy-4b,8,8-trimethyl-2-propan-2-yl-6,7,8a,9-tetrahydro-5H-phenanthren-3-one
• InChI: InChI=1S/C20H28O3/c1-11(2)14-8-12-6-7-15-19(3,4)9-13(21)10-20(15,5)16(12)18(23)17(14)22/h6,8,11,13,15,21,23H,7,9-10H2,1-5H3
• InChI Key: GMNWTFXPXIHJCL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.10
• H-Bond Acceptor: 3
• 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	+	1.0000	100.00%
Caco-2	+	0.7802	78.02%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7860	78.60%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.9217	92.17%
OATP1B3 inhibitior	+	0.9834	98.34%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7567	75.67%
P-glycoprotein inhibitior	-	0.8657	86.57%
P-glycoprotein substrate	-	0.7380	73.80%
CYP3A4 substrate	+	0.5790	57.90%
CYP2C9 substrate	-	0.7781	77.81%
CYP2D6 substrate	-	0.8702	87.02%
CYP3A4 inhibition	-	0.7727	77.27%
CYP2C9 inhibition	-	0.8845	88.45%
CYP2C19 inhibition	-	0.7967	79.67%
CYP2D6 inhibition	-	0.9285	92.85%
CYP1A2 inhibition	-	0.8959	89.59%
CYP2C8 inhibition	-	0.8807	88.07%
CYP inhibitory promiscuity	-	0.8060	80.60%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5601	56.01%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9073	90.73%
Skin irritation	+	0.5418	54.18%
Skin corrosion	-	0.9568	95.68%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5824	58.24%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6199	61.99%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5326	53.26%
Acute Oral Toxicity (c)	III	0.7505	75.05%
Estrogen receptor binding	+	0.6875	68.75%
Androgen receptor binding	-	0.5189	51.89%
Thyroid receptor binding	+	0.6729	67.29%
Glucocorticoid receptor binding	+	0.7306	73.06%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.8429	84.29%
Honey bee toxicity	-	0.7833	78.33%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9922	99.22%

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	96.33%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.82%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.09%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.11%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.09%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.49%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.21%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.10%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.08%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.04%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.79%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.11%	90.71%
CHEMBL4040	P28482	MAP kinase ERK2	84.75%	83.82%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.18%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.15%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	80.29%	94.75%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.13%	96.77%

Plants that contains it

• Salvia texana

Cross-Links

• PubChem: 14136903
• LOTUS: LTS0101761
• wikiData: Q105012041