Secalciferol

Details

• Internal ID: 67634886-c027-406d-85c7-9c616f3a0eb3
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Vitamin D and derivatives
• IUPAC Name: (3R,6R)-6-[(1R,3aS,4E,7aR)-4-[(2Z)-2-[(5S)-5-hydroxy-2-methylidenecyclohexylidene]ethylidene]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl]-2-methylheptane-2,3-diol
• InChI: InChI=1S/C27H44O3/c1-18-8-12-22(28)17-21(18)11-10-20-7-6-16-27(5)23(13-14-24(20)27)19(2)9-15-25(29)26(3,4)30/h10-11,19,22-25,28-30H,1,6-9,12-17H2,2-5H3/b20-10+,21-11-/t19-,22+,23-,24+,25-,27-/m1/s1
• InChI Key: FCKJYANJHNLEEP-XRWYNYHCSA-N
• Popularity: 862 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₄O₃
• Molecular Weight: 416.60 g/mol
• Exact Mass: 416.32904526 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.70
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• 55721-11-4
• Osteo D
• (24R)-Hydroxycalcidiol
• Secalciferolum
• 24(R),25-Dihydroxyvitamin D3
• 24(r),25-(oh)2d3
• 24(R),25-Dihydroxycholecalciferol
• Secalciferolum [INN-Latin]
• CCRIS 8678
• Secalciferol [USAN:INN:BAN]
• Osteo D (TN)
• 460029IUDA
• (3R,6R)-6-[(1R,3aS,4E,7aR)-4-[(2Z)-2-[(5S)-5-hydroxy-2-methylidenecyclohexylidene]ethylidene]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl]-2-methylheptane-2,3-diol
• SECALCIFEROL [INN]
• SECALCIFEROL [JAN]
• 24R,25(OH)2D3
• SECALCIFEROL [USAN]
• (24R)-24,25-dihydroxycholecalciferol
• Ro 21-5816
• CHEBI:28818
• (24R),25-Dihydroxyvitamin D3
• (3S,5Z,7E,24R)-9,10-secocholesta-5,7,10-triene-3,24,25-triol
• (5Z,7E,24R)-9,10-Secocholesta-5,7,10(19)-triene-3beta,24,25-triol
• 24, 25-DIHYDROXYCHOLECALCIFEROL
• (24R)-24,25-dihydroxycalciol
• (3-beta,5Z,7E,24R)-9,10-Secocholesta-5,7,10(19)-triene-3,24,25-triol
• Secalciferolum (INN-Latin)
• (5Z,7E,24R)-9,10-SECOCHOLESTA-5,7,10(19)-TRIENE-3B,24,25-TRIOL
• 9,10-Secocholesta-5,7,10(19)-triene-3,24,25-triol, (3beta,5Z,7E,24R)-
• 2,3-HEPTANEDIOL, 2-METHYL-6-((1R,3AS,4E,7AR)-OCTAHYDRO-4-((2Z)-2-((5S)-5-HYDROXY-2-METHYLENECYCLOHEXYLIDENE)ETHYLIDENE)-7A-METHYL-1H-INDEN-1-YL)-, (3R,6R)-
• (3R,6R)-6-((1R,3aS,4E,7aR)-4-((2Z)-2-((5S)-5-hydroxy-2-methylidenecyclohexylidene)ethylidene)-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl)-2-methylheptane-2,3-diol
• RefChem:884779
• (3R,5Z,7E,24R)-9,10-seco-5,7,10(19)-cholestatriene-3,24,25-triol
• (3R)-6-((4E,7aR)-4-((2Z)-2-((5S)-5-hydroxy-2-methylene-cyclohexylidene)ethylidene)-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl)-2-methyl-heptane-2,3-diol
• (3R)-6-[(4E,7aR)-4-[(2Z)-2-[(5S)-5-hydroxy-2-methylene-cyclohexylidene]ethylidene]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl]-2-methyl-heptane-2,3-diol
• K-DR
• (24R)-24,25-dihydroxyvitamin D3
• 24r,25-Dihydroxycholecalciferol
• MFCD00941417
• (24R)-24,25-dihydroxyvitamin D3 / (24R)-24,25-dihydroxycholecalciferol
• (5Z,7E)-(3S,24R)-9,10-seco-5,7,10(19)-cholestatriene-3,24,25-triol
• (3R,6R)-6-[(1R,3aS,4E,7aR)-4-[(2Z)-2-[(5S)-5-hydroxy-2-methylene-cyclohexylidene]ethylidene]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl]-2-methyl-heptane-2,3-diol
• UNII-460029IUDA
• NCGC00161328-03
• C07712
• SCHEMBL3597
• BSPBio_001409
• BML2-E04
• orb1708556
• Secalciferol (JAN/USAN/INN)
• CHEMBL1590076
• CHEBI:108603
• FCKJYANJHNLEEP-XRWYNYHCSA-N
• HMS1361G11
• HMS1791G11
• HMS1989G11
• HMS3402G11
• LMST03020273
• AKOS025312292
• CS-0929
• IDI1_033879
• NCGC00161328-01
• FS158458
• HY-32343
• MS-27261
• 24R,25-Dihydroxyvitamin D3 (Secalciferol)
• A3812
• D00628
• BRD-K02965577-001-03-4
• Q27103914
• (24R)-24,25-Dihydroxyvitamin D3, >=98% (vitamin + pre-vitamin, HPLC)
• 9,10-Secocholesta-5,7,10-triene-3,24,25-triol, (3S,5Z,7E,24R)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	+	0.5427	54.27%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6159	61.59%
OATP2B1 inhibitior	-	0.8632	86.32%
OATP1B1 inhibitior	+	0.8091	80.91%
OATP1B3 inhibitior	+	0.9229	92.29%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6966	69.66%
P-glycoprotein inhibitior	-	0.5935	59.35%
P-glycoprotein substrate	-	0.6017	60.17%
CYP3A4 substrate	+	0.5796	57.96%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.7876	78.76%
CYP3A4 inhibition	-	0.7812	78.12%
CYP2C9 inhibition	-	0.8739	87.39%
CYP2C19 inhibition	-	0.7442	74.42%
CYP2D6 inhibition	-	0.9482	94.82%
CYP1A2 inhibition	-	0.9255	92.55%
CYP2C8 inhibition	-	0.6380	63.80%
CYP inhibitory promiscuity	-	0.7817	78.17%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6942	69.42%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9795	97.95%
Skin irritation	+	0.5401	54.01%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8581	85.81%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.5936	59.36%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.8818	88.18%
Acute Oral Toxicity (c)	I	0.4683	46.83%
Estrogen receptor binding	+	0.8906	89.06%
Androgen receptor binding	+	0.8567	85.67%
Thyroid receptor binding	+	0.7405	74.05%
Glucocorticoid receptor binding	+	0.6454	64.54%
Aromatase binding	+	0.5433	54.33%
PPAR gamma	+	0.6116	61.16%
Honey bee toxicity	-	0.8176	81.76%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9941	99.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1977	P11473	Vitamin D receptor	99.85%	99.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.26%	97.25%
CHEMBL2581	P07339	Cathepsin D	97.05%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.91%	91.11%
CHEMBL237	P41145	Kappa opioid receptor	94.88%	98.10%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.40%	96.09%
CHEMBL233	P35372	Mu opioid receptor	91.73%	97.93%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.90%	93.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.58%	90.71%
CHEMBL221	P23219	Cyclooxygenase-1	90.34%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	88.73%	95.93%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	87.78%	94.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.18%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.17%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.06%	92.88%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.93%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.91%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.78%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.64%	96.61%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.49%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.35%	93.04%
CHEMBL1902	P62942	FK506-binding protein 1A	84.07%	97.05%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.34%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.49%	91.07%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5283748
• LOTUS: LTS0128560
• wikiData: Q27103914