1-[1-Hydroxy-8-(hydroxymethyl)-4b,8-dimethyl-5,6,7,8a,9,10-hexahydrophenanthren-2-yl]ethanone

Details

• Internal ID: e68f5d6e-e56f-4866-a619-e8cabf416184
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 1-[1-hydroxy-8-(hydroxymethyl)-4b,8-dimethyl-5,6,7,8a,9,10-hexahydrophenanthren-2-yl]ethanone
• SMILES (Canonical): CC(=O)C1=C(C2=C(C=C1)C3(CCCC(C3CC2)(C)CO)C)O
• SMILES (Isomeric): CC(=O)C1=C(C2=C(C=C1)C3(CCCC(C3CC2)(C)CO)C)O
• InChI: InChI=1S/C19H26O3/c1-12(21)13-5-7-15-14(17(13)22)6-8-16-18(2,11-20)9-4-10-19(15,16)3/h5,7,16,20,22H,4,6,8-11H2,1-3H3
• InChI Key: SCBOXKWNMLKNHA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₃
• Molecular Weight: 302.40 g/mol
• Exact Mass: 302.18819469 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.60
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.8517	85.17%
Blood Brain Barrier	+	0.6385	63.85%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8894	88.94%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	-	0.3477	34.77%
OATP1B3 inhibitior	-	0.2225	22.25%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6416	64.16%
BSEP inhibitior	-	0.4676	46.76%
P-glycoprotein inhibitior	-	0.8510	85.10%
P-glycoprotein substrate	-	0.7121	71.21%
CYP3A4 substrate	+	0.6221	62.21%
CYP2C9 substrate	-	0.8005	80.05%
CYP2D6 substrate	-	0.8350	83.50%
CYP3A4 inhibition	-	0.6955	69.55%
CYP2C9 inhibition	-	0.5472	54.72%
CYP2C19 inhibition	-	0.6132	61.32%
CYP2D6 inhibition	-	0.9362	93.62%
CYP1A2 inhibition	+	0.8893	88.93%
CYP2C8 inhibition	+	0.5152	51.52%
CYP inhibitory promiscuity	-	0.7537	75.37%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6365	63.65%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8399	83.99%
Skin irritation	-	0.7529	75.29%
Skin corrosion	-	0.9719	97.19%
Ames mutagenesis	-	0.7454	74.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4533	45.33%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6324	63.24%
skin sensitisation	-	0.8549	85.49%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9120	91.20%
Acute Oral Toxicity (c)	III	0.6534	65.34%
Estrogen receptor binding	-	0.6114	61.14%
Androgen receptor binding	+	0.5360	53.60%
Thyroid receptor binding	+	0.6833	68.33%
Glucocorticoid receptor binding	+	0.6259	62.59%
Aromatase binding	+	0.5883	58.83%
PPAR gamma	+	0.7296	72.96%
Honey bee toxicity	-	0.9133	91.33%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9950	99.50%

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	99.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.86%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.77%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.66%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.34%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.52%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.83%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.98%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.02%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.85%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	81.52%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.12%	94.33%

Plants that contains it

• Gaultheria borneensis

Cross-Links

• PubChem: 75059730
• LOTUS: LTS0004733
• wikiData: Q105250005