(4aR,4bS,7S,8aS,10aS)-7-[(1S)-1-chloro-2-hydroxyethyl]-2-hydroxy-1,4b,7,10a-tetramethyl-4,4a,5,6,8,8a,9,10-octahydrophenanthren-3-one

Details

• Internal ID: 06ca8ff5-7720-4bfb-9e45-6fbe83c9ffc5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (4aR,4bS,7S,8aS,10aS)-7-[(1S)-1-chloro-2-hydroxyethyl]-2-hydroxy-1,4b,7,10a-tetramethyl-4,4a,5,6,8,8a,9,10-octahydrophenanthren-3-one
• InChI: InChI=1S/C20H31ClO3/c1-12-17(24)14(23)9-15-19(12,3)6-5-13-10-18(2,16(21)11-22)7-8-20(13,15)4/h13,15-16,22,24H,5-11H2,1-4H3/t13-,15-,16+,18-,19+,20-/m0/s1
• InChI Key: JFQFGRCANCUAGD-WVGHKPTNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₁ClO₃
• Molecular Weight: 354.90 g/mol
• Exact Mass: 354.1961725 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.62
• 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	+	0.9961	99.61%
Caco-2	+	0.6559	65.59%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8576	85.76%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.8756	87.56%
OATP1B3 inhibitior	+	0.8984	89.84%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.5519	55.19%
P-glycoprotein inhibitior	-	0.7826	78.26%
P-glycoprotein substrate	-	0.8185	81.85%
CYP3A4 substrate	+	0.6579	65.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8718	87.18%
CYP3A4 inhibition	-	0.6958	69.58%
CYP2C9 inhibition	-	0.7779	77.79%
CYP2C19 inhibition	-	0.8479	84.79%
CYP2D6 inhibition	-	0.8962	89.62%
CYP1A2 inhibition	-	0.8198	81.98%
CYP2C8 inhibition	-	0.8051	80.51%
CYP inhibitory promiscuity	-	0.7691	76.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8938	89.38%
Carcinogenicity (trinary)	Non-required	0.6671	66.71%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9080	90.80%
Skin irritation	-	0.6194	61.94%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6618	66.18%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5919	59.19%
skin sensitisation	-	0.7839	78.39%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5829	58.29%
Acute Oral Toxicity (c)	III	0.6132	61.32%
Estrogen receptor binding	+	0.8072	80.72%
Androgen receptor binding	-	0.5517	55.17%
Thyroid receptor binding	+	0.6705	67.05%
Glucocorticoid receptor binding	+	0.8609	86.09%
Aromatase binding	+	0.7266	72.66%
PPAR gamma	-	0.4925	49.25%
Honey bee toxicity	-	0.7995	79.95%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9886	98.86%

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	95.35%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.91%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.00%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.05%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.72%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.86%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.76%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	86.81%	95.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.70%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.59%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.21%	100.00%

Plants that contains it

• Endospermum diadenum

Cross-Links

• PubChem: 163070433
• LOTUS: LTS0157887
• wikiData: Q105126836