4b,8,8-Trimethyl-2-propan-2-yl-5,6,7,8a-tetrahydrophenanthrene-1,3,9-triol

Details

• Internal ID: 985f18cf-6448-40bd-a7a2-f6c6e6a26b3e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a-tetrahydrophenanthrene-1,3,9-triol
• InChI: InChI=1S/C20H28O3/c1-11(2)16-14(21)10-13-12(17(16)23)9-15(22)18-19(3,4)7-6-8-20(13,18)5/h9-11,18,21-23H,6-8H2,1-5H3
• InChI Key: HNBTUSPEVSBACH-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): 60.70 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.22
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.7038	70.38%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6339	63.39%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.8184	81.84%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7253	72.53%
P-glycoprotein inhibitior	-	0.9018	90.18%
P-glycoprotein substrate	-	0.7841	78.41%
CYP3A4 substrate	+	0.5567	55.67%
CYP2C9 substrate	+	0.8008	80.08%
CYP2D6 substrate	-	0.7301	73.01%
CYP3A4 inhibition	-	0.8297	82.97%
CYP2C9 inhibition	+	0.5122	51.22%
CYP2C19 inhibition	+	0.5354	53.54%
CYP2D6 inhibition	-	0.8477	84.77%
CYP1A2 inhibition	+	0.8410	84.10%
CYP2C8 inhibition	-	0.7099	70.99%
CYP inhibitory promiscuity	+	0.7621	76.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8511	85.11%
Carcinogenicity (trinary)	Non-required	0.6165	61.65%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.6441	64.41%
Skin irritation	-	0.5632	56.32%
Skin corrosion	-	0.8893	88.93%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5177	51.77%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5447	54.47%
skin sensitisation	-	0.5824	58.24%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8076	80.76%
Acute Oral Toxicity (c)	III	0.6630	66.30%
Estrogen receptor binding	+	0.7584	75.84%
Androgen receptor binding	+	0.6170	61.70%
Thyroid receptor binding	+	0.8067	80.67%
Glucocorticoid receptor binding	+	0.6914	69.14%
Aromatase binding	+	0.5920	59.20%
PPAR gamma	+	0.9022	90.22%
Honey bee toxicity	-	0.9161	91.61%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9973	99.73%

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	99.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.41%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	93.22%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.03%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.82%	99.15%
CHEMBL2581	P07339	Cathepsin D	91.53%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.99%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.94%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.08%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.85%	93.99%
CHEMBL4208	P20618	Proteasome component C5	84.90%	90.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.13%	82.69%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.76%	93.40%
CHEMBL233	P35372	Mu opioid receptor	81.49%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.32%	100.00%

Plants that contains it

• Salvia napifolia

Cross-Links

• PubChem: 163007862
• LOTUS: LTS0158398
• wikiData: Q105030799