7-Dehydrocholesterol

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	62036566-9b01-41a5-a25b-31f418ea0681
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name	(3S,9S,10R,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
SMILES (Canonical)	CC(C)CCCC(C)C1CCC2C1(CCC3C2=CC=C4C3(CCC(C4)O)C)C
SMILES (Isomeric)	C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC=C4[C@@]3(CC[C@@H](C4)O)C)C
InChI	InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9-10,18-19,21,23-25,28H,6-8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1
InChI Key	UCTLRSWJYQTBFZ-DDPQNLDTSA-N
Popularity	3,218 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₇H₄₄O
Molecular Weight	384.60 g/mol
Exact Mass	384.339216023 g/mol
Topological Polar Surface Area (TPSA)	20.20 Å²
XlogP	8.00
Atomic LogP (AlogP)	7.31
H-Bond Acceptor	1
H-Bond Donor	1
Rotatable Bonds	5

Synonyms

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434-16-2

Provitamin D3

Dehydrocholesterol

7,8-Didehydrocholesterol

Cholesta-5,7-dien-3beta-ol

7-DHC

(-)-7-Dehydrocholesterol

Dehydrocholesterin

(3beta)-Cholesta-5,7-dien-3-ol

7-Dehydrocholesterin

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7516	75.16%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4852	48.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7599	75.99%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8709	87.09%
P-glycoprotein inhibitior	-	0.5880	58.80%
P-glycoprotein substrate	+	0.6987	69.87%
CYP3A4 substrate	+	0.6437	64.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7337	73.37%
CYP3A4 inhibition	-	0.8638	86.38%
CYP2C9 inhibition	-	0.9194	91.94%
CYP2C19 inhibition	-	0.9177	91.77%
CYP2D6 inhibition	-	0.9519	95.19%
CYP1A2 inhibition	-	0.9355	93.55%
CYP2C8 inhibition	-	0.8024	80.24%
CYP inhibitory promiscuity	-	0.6721	67.21%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5893	58.93%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9723	97.23%
Skin irritation	+	0.5815	58.15%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7156	71.56%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	+	0.6565	65.65%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8334	83.34%
Acute Oral Toxicity (c)	I	0.5508	55.08%
Estrogen receptor binding	+	0.8749	87.49%
Androgen receptor binding	+	0.6426	64.26%
Thyroid receptor binding	+	0.7988	79.88%
Glucocorticoid receptor binding	+	0.8315	83.15%
Aromatase binding	-	0.6265	62.65%
PPAR gamma	-	0.4851	48.51%
Honey bee toxicity	-	0.9150	91.50%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9872	98.72%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.42%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.03%	95.93%
CHEMBL2581	P07339	Cathepsin D	93.44%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.18%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.86%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.93%	82.69%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.47%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.04%	94.45%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.91%	85.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.78%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.75%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.60%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.48%	95.89%
CHEMBL1907	P15144	Aminopeptidase N	86.29%	93.31%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.76%	93.56%
CHEMBL221	P23219	Cyclooxygenase-1	83.55%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.29%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	82.18%	98.10%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.95%	89.05%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Alstroemeria revoluta

Astragalus tragacantha

Baphia nitida

Chamaecyparis lawsoniana

Corynanthe mayumbensis

Crataegus viridis var. ovata

Crinum erubescens

Cylindrolobus foetidus