(4aS,6aR,8S,10aS,10bR)-3,4a,7,7,10a-pentamethyl-1,5,6,6a,8,9,10,10b-octahydrobenzo[f]chromen-8-ol

Details

• Internal ID: 0bcbfa86-5a51-4843-a958-b149ca2c5db2
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (4aS,6aR,8S,10aS,10bR)-3,4a,7,7,10a-pentamethyl-1,5,6,6a,8,9,10,10b-octahydrobenzo[f]chromen-8-ol
• InChI: InChI=1S/C18H30O2/c1-12-6-7-14-17(4)10-9-15(19)16(2,3)13(17)8-11-18(14,5)20-12/h6,13-15,19H,7-11H2,1-5H3/t13-,14+,15-,17-,18-/m0/s1
• InChI Key: LRJUWHLEMHCWJI-CRCOGDFISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₀O₂
• Molecular Weight: 278.40 g/mol
• Exact Mass: 278.224580195 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.28
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.7923	79.23%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5586	55.86%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9417	94.17%
OATP1B3 inhibitior	+	0.9655	96.55%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5702	57.02%
P-glycoprotein inhibitior	-	0.9038	90.38%
P-glycoprotein substrate	-	0.9419	94.19%
CYP3A4 substrate	+	0.6047	60.47%
CYP2C9 substrate	-	0.7665	76.65%
CYP2D6 substrate	-	0.6867	68.67%
CYP3A4 inhibition	-	0.7882	78.82%
CYP2C9 inhibition	-	0.8819	88.19%
CYP2C19 inhibition	-	0.6928	69.28%
CYP2D6 inhibition	-	0.9467	94.67%
CYP1A2 inhibition	-	0.7964	79.64%
CYP2C8 inhibition	-	0.8197	81.97%
CYP inhibitory promiscuity	-	0.9113	91.13%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.8189	81.89%
Skin irritation	-	0.5327	53.27%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4044	40.44%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7987	79.87%
Acute Oral Toxicity (c)	III	0.7693	76.93%
Estrogen receptor binding	-	0.4918	49.18%
Androgen receptor binding	-	0.6103	61.03%
Thyroid receptor binding	+	0.5290	52.90%
Glucocorticoid receptor binding	+	0.6812	68.12%
Aromatase binding	+	0.5232	52.32%
PPAR gamma	-	0.6228	62.28%
Honey bee toxicity	-	0.9094	90.94%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9226	92.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	93.53%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.63%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.97%	97.09%
CHEMBL1871	P10275	Androgen Receptor	85.67%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.59%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	85.44%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.08%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.89%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.55%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.18%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163026156
• LOTUS: LTS0235601
• wikiData: Q105156164