PMID-sentid	Pub_year	Sent_text	compound_name	comp_offset	prot_official_name	organism	prot_offset
32810571-8	2021	Further, 11-OH-THC was more potent in THC drug discrimination (7- to 9-fold) in C57Bl/6 J mice, with THC-like discriminative stimulus effects being CB1-, but not CB2-, mediated.	11-Hydroxytetrahydrocannabinol	9-18	cannabinoid receptor 1 (brain)	Mus musculus	148-151
31048453-7	2019	CYP2C9 pathway was the major pathway for depletion of THC (fm = 0.91, Km,u = 3 nM) and formation of 11-OH-THC.	11-Hydroxytetrahydrocannabinol	100-109	cytochrome P450 family 2 subfamily C member 9	Homo sapiens	0-6
31048453-9	2019	11-OH-THC was depleted by UGTs (fm = 0.67 and Km,u = 39 nM), CYP3A4 (fm = 0.18, Km,u = 824 nM), and CYP2C9 (fm = 0.15, Km,u = 33 nM).	11-Hydroxytetrahydrocannabinol	0-9	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	61-67
31048453-9	2019	11-OH-THC was depleted by UGTs (fm = 0.67 and Km,u = 39 nM), CYP3A4 (fm = 0.18, Km,u = 824 nM), and CYP2C9 (fm = 0.15, Km,u = 33 nM).	11-Hydroxytetrahydrocannabinol	0-9	cytochrome P450 family 2 subfamily C member 9	Homo sapiens	100-106
35370140-3	2022	To populate a THC/11-OH-THC PBPK model, we previously characterized the depletion clearance of THC (by CYP2C9) and 11-OH-THC (by UGT, CYP3A, and CYP2C9) in adult human liver microsomes.	11-Hydroxytetrahydrocannabinol	18-27	cytochrome P450 family 2 subfamily C member 9	Homo sapiens	103-109
35370140-3	2022	To populate a THC/11-OH-THC PBPK model, we previously characterized the depletion clearance of THC (by CYP2C9) and 11-OH-THC (by UGT, CYP3A, and CYP2C9) in adult human liver microsomes.	11-Hydroxytetrahydrocannabinol	18-27	UDP glucuronosyltransferase family 1 member A complex locus	Homo sapiens	129-132
35370140-3	2022	To populate a THC/11-OH-THC PBPK model, we previously characterized the depletion clearance of THC (by CYP2C9) and 11-OH-THC (by UGT, CYP3A, and CYP2C9) in adult human liver microsomes.	11-Hydroxytetrahydrocannabinol	18-27	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	134-139
35370140-3	2022	To populate a THC/11-OH-THC PBPK model, we previously characterized the depletion clearance of THC (by CYP2C9) and 11-OH-THC (by UGT, CYP3A, and CYP2C9) in adult human liver microsomes.	11-Hydroxytetrahydrocannabinol	18-27	cytochrome P450 family 2 subfamily C member 9	Homo sapiens	145-151
35370140-3	2022	To populate a THC/11-OH-THC PBPK model, we previously characterized the depletion clearance of THC (by CYP2C9) and 11-OH-THC (by UGT, CYP3A, and CYP2C9) in adult human liver microsomes.	11-Hydroxytetrahydrocannabinol	115-124	UDP glucuronosyltransferase family 1 member A complex locus	Homo sapiens	129-132
35370140-3	2022	To populate a THC/11-OH-THC PBPK model, we previously characterized the depletion clearance of THC (by CYP2C9) and 11-OH-THC (by UGT, CYP3A, and CYP2C9) in adult human liver microsomes.	11-Hydroxytetrahydrocannabinol	115-124	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	134-139
35370140-3	2022	To populate a THC/11-OH-THC PBPK model, we previously characterized the depletion clearance of THC (by CYP2C9) and 11-OH-THC (by UGT, CYP3A, and CYP2C9) in adult human liver microsomes.	11-Hydroxytetrahydrocannabinol	115-124	cytochrome P450 family 2 subfamily C member 9	Homo sapiens	145-151
35370140-6	2022	11-OH-THC (50 nM) was metabolized by CYP3A (CLint: 0.26 {plus minus} 0.058 mL/min/mg; fm: 0.51 {plus minus} 0.11) and UGT2B7 (CLint: 0.13 {plus minus} 0.027 mL/min/mg; fm: 0.25 {plus minus} 0.053).	11-Hydroxytetrahydrocannabinol	0-9	cytochrome P450 family 3 subfamily A member 4	Homo sapiens	37-42
35370140-6	2022	11-OH-THC (50 nM) was metabolized by CYP3A (CLint: 0.26 {plus minus} 0.058 mL/min/mg; fm: 0.51 {plus minus} 0.11) and UGT2B7 (CLint: 0.13 {plus minus} 0.027 mL/min/mg; fm: 0.25 {plus minus} 0.053).	11-Hydroxytetrahydrocannabinol	0-9	UDP glucuronosyltransferase family 2 member B7	Homo sapiens	118-124
35370140-10	2022	Significance Statement This is the first characterization and quantification of THC and 11-OH-THC depletion clearance by CYP and UGT enzymes in extrahepatic human tissues: intestine, fetal liver, lung, and placenta.	11-Hydroxytetrahydrocannabinol	88-97	peptidylprolyl isomerase G	Homo sapiens	121-124
35370140-10	2022	Significance Statement This is the first characterization and quantification of THC and 11-OH-THC depletion clearance by CYP and UGT enzymes in extrahepatic human tissues: intestine, fetal liver, lung, and placenta.	11-Hydroxytetrahydrocannabinol	88-97	UDP glucuronosyltransferase family 1 member A complex locus	Homo sapiens	129-132