(6aS,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-1,10-diol

Details

• Internal ID: 11fbdc1d-3141-4609-924a-2928c3574bb7
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: (6aS,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-1,10-diol
• InChI: InChI=1S/C21H30O3/c1-5-6-7-8-14-11-16(22)19-17(12-14)24-21(3,4)15-10-9-13(2)20(23)18(15)19/h11-12,15,18,22-23H,5-10H2,1-4H3/t15-,18+/m0/s1
• InChI Key: ZLWQSECRROPRPP-MAUKXSAKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₃
• Molecular Weight: 330.50 g/mol
• Exact Mass: 330.21949481 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 5.62
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.7798	77.98%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6915	69.15%
OATP2B1 inhibitior	-	0.7195	71.95%
OATP1B1 inhibitior	+	0.8355	83.55%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5672	56.72%
P-glycoprotein inhibitior	-	0.6678	66.78%
P-glycoprotein substrate	-	0.6040	60.40%
CYP3A4 substrate	+	0.6886	68.86%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	+	0.4033	40.33%
CYP3A4 inhibition	-	0.5313	53.13%
CYP2C9 inhibition	+	0.6232	62.32%
CYP2C19 inhibition	+	0.7203	72.03%
CYP2D6 inhibition	-	0.7576	75.76%
CYP1A2 inhibition	+	0.7210	72.10%
CYP2C8 inhibition	+	0.8755	87.55%
CYP inhibitory promiscuity	+	0.8835	88.35%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6865	68.65%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9025	90.25%
Skin irritation	-	0.7178	71.78%
Skin corrosion	-	0.9234	92.34%
Ames mutagenesis	-	0.8137	81.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7093	70.93%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.6356	63.56%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7021	70.21%
Acute Oral Toxicity (c)	III	0.6537	65.37%
Estrogen receptor binding	+	0.7060	70.60%
Androgen receptor binding	+	0.7783	77.83%
Thyroid receptor binding	+	0.7093	70.93%
Glucocorticoid receptor binding	+	0.8052	80.52%
Aromatase binding	+	0.8119	81.19%
PPAR gamma	+	0.8446	84.46%
Honey bee toxicity	-	0.9458	94.58%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6947	69.47%
Fish aquatic toxicity	+	0.9963	99.63%

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	98.68%	91.11%
CHEMBL240	Q12809	HERG	98.31%	89.76%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.13%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.08%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.60%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.87%	96.61%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.94%	92.94%
CHEMBL230	P35354	Cyclooxygenase-2	89.55%	89.63%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.95%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.82%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.75%	100.00%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	88.74%	95.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.23%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.65%	97.09%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.95%	92.86%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.50%	93.40%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.44%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.36%	95.89%
CHEMBL5805	Q9NR97	Toll-like receptor 8	85.10%	96.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.81%	96.38%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.99%	99.18%
CHEMBL2996	Q05655	Protein kinase C delta	82.91%	97.79%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.83%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	82.50%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.44%	100.00%
CHEMBL233	P35372	Mu opioid receptor	82.37%	97.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.25%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.19%	95.56%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	80.16%	91.79%

Plants that contains it

• Cannabis sativa

Cross-Links

• PubChem: 163186274
• LOTUS: LTS0149886
• wikiData: Q103813385