2-(1-Hydroxypropan-2-yl)-8,8,8a-trimethyl-6,7-dihydrophenanthrene-3,4-diol

Details

• Internal ID: 1647bec4-cd96-4a78-9d1e-5de2ec8d4a95
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-(1-hydroxypropan-2-yl)-8,8,8a-trimethyl-6,7-dihydrophenanthrene-3,4-diol
• InChI: InChI=1S/C20H26O3/c1-12(11-21)14-10-13-7-9-20(4)15(6-5-8-19(20,2)3)16(13)18(23)17(14)22/h6-7,9-10,12,21-23H,5,8,11H2,1-4H3
• InChI Key: ZVNOTTKXEKKEQE-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.18819469 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.43
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	+	0.6784	67.84%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7644	76.44%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.8699	86.99%
OATP1B3 inhibitior	+	0.9052	90.52%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5907	59.07%
P-glycoprotein inhibitior	-	0.8994	89.94%
P-glycoprotein substrate	-	0.6530	65.30%
CYP3A4 substrate	+	0.5558	55.58%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.7477	74.77%
CYP3A4 inhibition	-	0.7566	75.66%
CYP2C9 inhibition	+	0.5227	52.27%
CYP2C19 inhibition	+	0.5418	54.18%
CYP2D6 inhibition	-	0.7583	75.83%
CYP1A2 inhibition	+	0.7177	71.77%
CYP2C8 inhibition	-	0.7220	72.20%
CYP inhibitory promiscuity	+	0.6899	68.99%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6403	64.03%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9375	93.75%
Skin irritation	-	0.6680	66.80%
Skin corrosion	-	0.9129	91.29%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4744	47.44%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5821	58.21%
skin sensitisation	-	0.6544	65.44%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8982	89.82%
Acute Oral Toxicity (c)	III	0.6881	68.81%
Estrogen receptor binding	+	0.8500	85.00%
Androgen receptor binding	+	0.5729	57.29%
Thyroid receptor binding	+	0.7549	75.49%
Glucocorticoid receptor binding	+	0.8036	80.36%
Aromatase binding	+	0.7897	78.97%
PPAR gamma	+	0.8891	88.91%
Honey bee toxicity	-	0.9340	93.40%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9915	99.15%

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	97.73%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.39%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.03%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.45%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.14%	97.25%
CHEMBL4208	P20618	Proteasome component C5	86.91%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.11%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.22%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.90%	90.71%
CHEMBL2885	P07451	Carbonic anhydrase III	81.01%	87.45%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.48%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.21%	94.75%

Plants that contains it

• Salvia apiana

Cross-Links

• PubChem: 163038849
• LOTUS: LTS0234762
• wikiData: Q105384458