(21R)-Hopa-22(29)-ene-3beta,30-diol

Details

• Internal ID: d8ee4e00-a9e1-448b-9a14-0d4e2ff724a3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Hopanoids
• IUPAC Name: (3R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-3-(3-hydroxyprop-1-en-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-9-ol
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1O)C)CCC4C3(CCC5C4(CCC5C(=C)CO)C)C)C)C
• SMILES (Isomeric): C[C@]12CC[C@H]([C@@H]1CC[C@@]3([C@@H]2CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)C)C(=C)CO
• InChI: InChI=1S/C30H50O2/c1-19(18-31)20-10-14-27(4)21(20)11-16-29(6)23(27)8-9-24-28(5)15-13-25(32)26(2,3)22(28)12-17-30(24,29)7/h20-25,31-32H,1,8-18H2,2-7H3/t20-,21-,22-,23+,24+,25-,27-,28-,29+,30+/m0/s1
• InChI Key: SUMUIPKPDFCHLW-UUKUQQAMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₂
• Molecular Weight: 442.70 g/mol
• Exact Mass: 442.381080833 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 8.60
• Atomic LogP (AlogP): 7.00
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• (21R)-Hopa-22(29)-ene-3beta,30-diol
• (3beta,21beta)-A'-Neogammacer-22(30)-ene-3,29-diol
• 62498-82-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	-	0.6226	62.26%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.4831	48.31%
OATP2B1 inhibitior	-	0.5732	57.32%
OATP1B1 inhibitior	+	0.9264	92.64%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6385	63.85%
BSEP inhibitior	+	0.6736	67.36%
P-glycoprotein inhibitior	-	0.7395	73.95%
P-glycoprotein substrate	-	0.8901	89.01%
CYP3A4 substrate	+	0.6653	66.53%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7222	72.22%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9297	92.97%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.6922	69.22%
CYP inhibitory promiscuity	-	0.6441	64.41%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6609	66.09%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9152	91.52%
Skin irritation	-	0.6073	60.73%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	-	0.7870	78.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4541	45.41%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.6442	64.42%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7797	77.97%
Acute Oral Toxicity (c)	III	0.7441	74.41%
Estrogen receptor binding	+	0.7595	75.95%
Androgen receptor binding	+	0.7694	76.94%
Thyroid receptor binding	+	0.6305	63.05%
Glucocorticoid receptor binding	+	0.7875	78.75%
Aromatase binding	+	0.7260	72.60%
PPAR gamma	-	0.4915	49.15%
Honey bee toxicity	-	0.7716	77.16%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9839	98.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.43%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.69%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.47%	97.25%
CHEMBL233	P35372	Mu opioid receptor	91.70%	97.93%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.42%	82.69%
CHEMBL204	P00734	Thrombin	89.87%	96.01%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.85%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.10%	97.09%
CHEMBL4302	P08183	P-glycoprotein 1	86.77%	92.98%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.37%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.19%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	84.50%	95.93%
CHEMBL237	P41145	Kappa opioid receptor	84.31%	98.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.68%	95.89%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	81.53%	95.42%

Plants that contains it

• Acacia sparsiflora
• Achyranthes bidentata
• Adenopeltis serrata
• Agave shawii
• Ambrosia grayi
• Astrantia major
• Bituminaria bituminosa
• Camellia sasanqua
• Carpinus cordata
• Cassia javanica subsp. agnes
• Centaurea seridis
• Chrozophora tinctoria
• Cneorum pulverulentum
• Convallaria keiskei
• Dalbergia stipulacea
• Delphinium ajacis
• Dirca occidentalis
• Drypetes littoralis
• Edgeworthia gardneri
• Elaeagnus commutata
• Eucalyptus flocktoniae
• Eucalyptus regnans
• Euphorbia iberica
• Flindersia brayleyana
• Grindelia hirsutula
• Heracleum sphondylium
• Hopea jucunda
• Jungermannia obovata
• Khaya grandifoliola
• Kummerowia striata
• Mascarenhasia arborescens
• Meconopsis napaulensis
• Merremia umbellata
• Millettia conraui
• Palafoxia rosea
• Pedicularis condensata
• Perityle vaseyi
• Phoebe formosana
• Piloselloides hirsuta
• Plectranthus garckeanus
• Plumbago pulchella
• Plumeria alba
• Polygala ruwenzoriensis
• Porella swartziana
• Quercus mongolica
• Rheum webbianum
• Rhodomyrtus tomentosa
• Rumex conglomeratus
• Salacia chinensis
• Salvia coulteri
• Satureja cuneifolia
• Senecio flavus
• Senecio glaucus subsp. coronopifolius
• Sida cordifolia
• Silene vulgaris
• Solanum sisymbriifolium
• Syzygium jambos
• Tainia latifolia
• Thesium humile
• Thymbra spicata
• Tilia europaea
• Turraeanthus mannii
• Xenophyllum decorum

Cross-Links

• PubChem: 102032092
• NPASS: NPC265077
• LOTUS: LTS0102319
• wikiData: Q105261120